# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20160316zhenyouxuanJYU_0m
_database_code_depnum_ccdc_archive 'CCDC 1527194'
_audit_update_record             
;
2017-01-13 deposited with the CCDC.
2017-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C64 H38 F8 Ir N5 O2 P2'
_chemical_formula_weight         1315.13

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.6583(6)
_cell_length_b                   20.5922(10)
_cell_length_c                   21.1398(10)
_cell_angle_alpha                90
_cell_angle_beta                 95.5170(10)
_cell_angle_gamma                90
_cell_volume                     5484.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2956
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      26.41

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_F_000             2608
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    2.571
_shelx_estimated_absorpt_T_min   0.533
_shelx_estimated_absorpt_T_max   0.602
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30351
_diffrn_reflns_av_unetI/netI     0.0555
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.384
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_full        25.010
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             9657
_reflns_number_gt                7368
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0360P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9657
_refine_ls_number_parameters     739
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0509
_refine_ls_R_factor_gt           0.0307
_refine_ls_wR_factor_ref         0.0775
_refine_ls_wR_factor_gt          0.0621
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4316(4) 0.3089(2) 0.1311(2) 0.0390(12) Uani 1 1 d . . . . .
H1 H 0.3730 0.2889 0.1460 0.047 Uiso 1 1 calc R U . . .
C2 C 0.4788(4) 0.3600(3) 0.1621(2) 0.0488(13) Uani 1 1 d . . . . .
C3 C 0.5681(4) 0.3896(2) 0.1413(3) 0.0517(14) Uani 1 1 d . . . . .
C4 C 0.6089(4) 0.3697(2) 0.0885(2) 0.0503(14) Uani 1 1 d . . . . .
H4 H 0.6686 0.3899 0.0751 0.060 Uiso 1 1 calc R U . . .
C5 C 0.5606(4) 0.3181(2) 0.0538(2) 0.0369(11) Uani 1 1 d . . . . .
C6 C 0.4728(3) 0.2863(2) 0.0756(2) 0.0312(10) Uani 1 1 d . . . . .
C7 C 0.5541(4) 0.2527(2) -0.0342(2) 0.0362(11) Uani 1 1 d . . . . .
C8 C 0.4741(3) 0.2125(2) -0.0083(2) 0.0307(10) Uani 1 1 d . . . . .
C9 C 0.4402(4) 0.1484(2) -0.0312(2) 0.0330(11) Uani 1 1 d . . . . .
C10 C 0.4896(4) 0.1111(3) -0.0755(2) 0.0516(14) Uani 1 1 d . . . . .
H10 H 0.5432 0.1294 -0.0968 0.062 Uiso 1 1 calc R U . . .
C11 C 0.4595(4) 0.0482(3) -0.0876(3) 0.0583(15) Uani 1 1 d . . . . .
H11 H 0.4919 0.0233 -0.1170 0.070 Uiso 1 1 calc R U . . .
C12 C 0.3797(4) 0.0228(2) -0.0550(2) 0.0448(13) Uani 1 1 d . . . . .
C13 C 0.3306(4) 0.0567(2) -0.0108(2) 0.0378(11) Uani 1 1 d . . . . .
H13 H 0.2784 0.0369 0.0106 0.045 Uiso 1 1 calc R U . . .
C14 C 0.3587(3) 0.1212(2) 0.00213(18) 0.0291(10) Uani 1 1 d . . . . .
C15 C 0.5882(4) 0.2422(2) -0.0978(2) 0.0439(13) Uani 1 1 d . . . . .
C16 C 0.6921(5) 0.2314(3) -0.1077(3) 0.078(2) Uani 1 1 d . . . . .
H16 H 0.7431 0.2288 -0.0731 0.093 Uiso 1 1 calc R U . . .
C17 C 0.7221(6) 0.2244(4) -0.1685(4) 0.107(3) Uani 1 1 d . . . . .
H17 H 0.7922 0.2151 -0.1748 0.128 Uiso 1 1 calc R U . . .
C18 C 0.6496(8) 0.2310(4) -0.2176(3) 0.092(3) Uani 1 1 d . . . . .
C19 C 0.5475(7) 0.2442(3) -0.2115(3) 0.085(2) Uani 1 1 d . . . . .
H19 H 0.4990 0.2502 -0.2469 0.102 Uiso 1 1 calc R U . . .
C20 C 0.5166(5) 0.2486(3) -0.1508(3) 0.0654(17) Uani 1 1 d . . . . .
H20 H 0.4455 0.2560 -0.1455 0.078 Uiso 1 1 calc R U . . .
C21 C 0.0695(4) 0.1306(2) -0.0085(2) 0.0382(11) Uani 1 1 d . . . . .
H21 H 0.1193 0.1570 -0.0255 0.046 Uiso 1 1 calc R U . . .
C22 C -0.0257(4) 0.1181(2) -0.0412(2) 0.0445(13) Uani 1 1 d . . . . .
C23 C -0.1019(4) 0.0792(3) -0.0169(2) 0.0494(14) Uani 1 1 d . . . . .
C24 C -0.0827(4) 0.0510(2) 0.0405(2) 0.0474(13) Uani 1 1 d . . . . .
H24 H -0.1339 0.0248 0.0564 0.057 Uiso 1 1 calc R U . . .
C25 C 0.0153(4) 0.0615(2) 0.0760(2) 0.0397(12) Uani 1 1 d . . . . .
C26 C 0.0905(3) 0.1023(2) 0.0519(2) 0.0328(11) Uani 1 1 d . . . . .
C27 C 0.1258(4) 0.0416(2) 0.1663(2) 0.0383(11) Uani 1 1 d . . . . .
C28 C 0.2087(3) 0.0795(2) 0.14234(19) 0.0300(10) Uani 1 1 d . . . . .
C29 C 0.3195(3) 0.0841(2) 0.16842(19) 0.0323(11) Uani 1 1 d . . . . .
C30 C 0.3680(4) 0.0468(2) 0.2180(2) 0.0457(13) Uani 1 1 d . . . . .
H30 H 0.3272 0.0180 0.2394 0.055 Uiso 1 1 calc R U . . .
C31 C 0.4751(4) 0.0517(3) 0.2359(2) 0.0501(14) Uani 1 1 d . . . . .
H31 H 0.5072 0.0270 0.2692 0.060 Uiso 1 1 calc R U . . .
C32 C 0.5331(4) 0.0940(3) 0.2033(2) 0.0451(13) Uani 1 1 d . . . . .
C33 C 0.4900(4) 0.1313(2) 0.1534(2) 0.0376(11) Uani 1 1 d . . . . .
H33 H 0.5325 0.1592 0.1324 0.045 Uiso 1 1 calc R U . . .
C34 C 0.3816(3) 0.1267(2) 0.13465(19) 0.0285(10) Uani 1 1 d . . . . .
C35 C 0.1347(4) 0.0126(2) 0.2316(2) 0.0386(12) Uani 1 1 d . . . . .
C36 C 0.1256(5) -0.0533(3) 0.2392(3) 0.0604(16) Uani 1 1 d . . . . .
H36 H 0.1186 -0.0801 0.2036 0.072 Uiso 1 1 calc R U . . .
C37 C 0.1269(5) -0.0803(3) 0.2994(3) 0.0689(18) Uani 1 1 d . . . . .
H37 H 0.1222 -0.1250 0.3047 0.083 Uiso 1 1 calc R U . . .
C38 C 0.1351(4) -0.0401(3) 0.3504(2) 0.0553(15) Uani 1 1 d . . . . .
C39 C 0.1436(4) 0.0253(3) 0.3446(2) 0.0582(15) Uani 1 1 d . . . . .
H39 H 0.1486 0.0519 0.3804 0.070 Uiso 1 1 calc R U . . .
C40 C 0.1446(4) 0.0515(3) 0.2850(2) 0.0515(14) Uani 1 1 d . . . . .
H40 H 0.1521 0.0962 0.2805 0.062 Uiso 1 1 calc R U . . .
C41 C 0.0613(4) 0.3282(3) -0.0492(2) 0.0451(12) Uani 1 1 d . . . . .
C42 C -0.0071(5) 0.3782(3) -0.0371(3) 0.0693(18) Uani 1 1 d . . . . .
H42 H 0.0038 0.4012 0.0008 0.083 Uiso 1 1 calc R U . . .
C43 C -0.0911(5) 0.3943(4) -0.0806(4) 0.092(2) Uani 1 1 d . . . . .
H43 H -0.1377 0.4272 -0.0715 0.110 Uiso 1 1 calc R U . . .
C44 C -0.1055(5) 0.3624(5) -0.1363(4) 0.097(3) Uani 1 1 d . . . . .
H44 H -0.1613 0.3742 -0.1659 0.116 Uiso 1 1 calc R U . . .
C45 C -0.0394(5) 0.3127(4) -0.1503(3) 0.082(2) Uani 1 1 d . . . . .
H45 H -0.0509 0.2907 -0.1888 0.098 Uiso 1 1 calc R U . . .
C46 C 0.0448(4) 0.2953(3) -0.1065(3) 0.0554(15) Uani 1 1 d . . . . .
H46 H 0.0900 0.2616 -0.1156 0.067 Uiso 1 1 calc R U . . .
C47 C 0.2908(5) 0.4249(3) 0.0116(3) 0.0664(17) Uani 1 1 d . . . . .
H47 H 0.2567 0.4350 0.0474 0.080 Uiso 1 1 calc R U . . .
C48 C 0.3595(6) 0.4694(3) -0.0111(4) 0.095(2) Uani 1 1 d . . . . .
H48 H 0.3705 0.5094 0.0088 0.114 Uiso 1 1 calc R U . . .
C49 C 0.4107(5) 0.4544(4) -0.0627(4) 0.094(3) Uani 1 1 d . . . . .
H49 H 0.4578 0.4842 -0.0774 0.113 Uiso 1 1 calc R U . . .
C50 C 0.3950(5) 0.3974(4) -0.0930(3) 0.080(2) Uani 1 1 d . . . . .
H50 H 0.4306 0.3878 -0.1283 0.096 Uiso 1 1 calc R U . . .
C51 C 0.3239(4) 0.3526(3) -0.0706(3) 0.0574(15) Uani 1 1 d . . . . .
H51 H 0.3116 0.3132 -0.0915 0.069 Uiso 1 1 calc R U . . .
C52 C 0.2722(4) 0.3665(2) -0.0178(2) 0.0443(13) Uani 1 1 d . . . . .
C53 C 0.2026(5) 0.3101(3) 0.2627(3) 0.0730(19) Uani 1 1 d . . . . .
H53 H 0.2180 0.2660 0.2663 0.088 Uiso 1 1 calc R U . . .
C54 C 0.2163(6) 0.3501(5) 0.3156(3) 0.103(3) Uani 1 1 d . . . . .
H54 H 0.2414 0.3328 0.3548 0.124 Uiso 1 1 calc R U . . .
C55 C 0.1932(7) 0.4149(6) 0.3105(5) 0.129(4) Uani 1 1 d . . . . .
H55 H 0.2012 0.4414 0.3463 0.154 Uiso 1 1 calc R U . . .
C56 C 0.1583(7) 0.4404(4) 0.2526(4) 0.125(4) Uani 1 1 d . . . . .
H56 H 0.1443 0.4847 0.2489 0.150 Uiso 1 1 calc R U . . .
C57 C 0.1437(5) 0.4014(3) 0.1998(3) 0.085(2) Uani 1 1 d . . . . .
H57 H 0.1189 0.4191 0.1608 0.102 Uiso 1 1 calc R U . . .
C58 C 0.1657(4) 0.3364(3) 0.2046(2) 0.0487(14) Uani 1 1 d . . . . .
C59 C 0.0050(4) 0.1973(3) 0.1783(3) 0.0549(15) Uani 1 1 d . . . . .
H59 H 0.0610 0.1845 0.2073 0.066 Uiso 1 1 calc R U . . .
C60 C -0.0932(5) 0.1658(3) 0.1776(3) 0.0768(19) Uani 1 1 d . . . . .
H60 H -0.1024 0.1322 0.2059 0.092 Uiso 1 1 calc R U . . .
C61 C -0.1753(5) 0.1848(4) 0.1353(4) 0.082(2) Uani 1 1 d . . . . .
H61 H -0.2407 0.1642 0.1348 0.098 Uiso 1 1 calc R U . . .
C62 C -0.1620(5) 0.2336(4) 0.0938(3) 0.082(2) Uani 1 1 d . . . . .
H62 H -0.2186 0.2460 0.0651 0.098 Uiso 1 1 calc R U . . .
C63 C -0.0656(4) 0.2654(3) 0.0934(3) 0.0619(16) Uani 1 1 d . . . . .
H63 H -0.0578 0.2988 0.0646 0.074 Uiso 1 1 calc R U . . .
C64 C 0.0196(4) 0.2469(3) 0.1362(2) 0.0426(12) Uani 1 1 d . . . . .
F1 F 0.1358(3) -0.06667(18) 0.40919(14) 0.0841(11) Uani 1 1 d . . . . .
F2 F 0.6394(2) 0.09912(17) 0.22110(15) 0.0708(10) Uani 1 1 d . . . . .
F3 F -0.1946(2) 0.06990(17) -0.05313(15) 0.0755(10) Uani 1 1 d . . . . .
F4 F -0.0489(3) 0.14359(17) -0.09950(14) 0.0731(10) Uani 1 1 d . . . . .
F5 F 0.3504(3) -0.04027(14) -0.06666(16) 0.0725(10) Uani 1 1 d . . . . .
F6 F 0.6813(4) 0.2255(3) -0.27761(19) 0.154(2) Uani 1 1 d . . . . .
F7 F 0.4417(3) 0.38290(16) 0.21541(15) 0.0764(10) Uani 1 1 d . . . . .
F8 F 0.6125(3) 0.43855(17) 0.17694(17) 0.0841(11) Uani 1 1 d . . . . .
Ir1 Ir 0.30261(2) 0.17696(2) 0.06661(2) 0.02651(6) Uani 1 1 d . . . . .
N1 N 0.1482(3) 0.33098(19) 0.07503(18) 0.0467(11) Uani 1 1 d . . . . .
N2 N 0.4303(3) 0.23271(16) 0.04378(15) 0.0277(8) Uani 1 1 d . . . . .
N3 N 0.1866(3) 0.11257(17) 0.08754(16) 0.0298(8) Uani 1 1 d . . . . .
N4 N 0.0335(3) 0.0324(2) 0.13407(18) 0.0440(10) Uani 1 1 d . . . . .
N5 N 0.5974(3) 0.30167(19) -0.00242(18) 0.0396(10) Uani 1 1 d . . . . .
O1 O 0.2319(2) 0.23237(14) 0.14295(13) 0.0342(7) Uani 1 1 d . . . . .
O2 O 0.2117(2) 0.24189(14) -0.00453(13) 0.0338(7) Uani 1 1 d . . . . .
P1 P 0.17475(10) 0.31060(6) 0.00629(6) 0.0369(3) Uani 1 1 d . . . . .
P2 P 0.14759(10) 0.28514(6) 0.13510(6) 0.0370(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.350(6) . ?
C1 C6 1.406(6) . ?
C1 H1 0.9300 . ?
C2 F7 1.347(5) . ?
C2 C3 1.393(7) . ?
C3 C4 1.338(7) . ?
C3 F8 1.349(5) . ?
C4 C5 1.398(6) . ?
C4 H4 0.9300 . ?
C5 N5 1.360(6) . ?
C5 C6 1.406(6) . ?
C6 N2 1.375(5) . ?
C7 N5 1.302(5) . ?
C7 C8 1.455(6) . ?
C7 C15 1.468(6) . ?
C8 N2 1.345(5) . ?
C8 C9 1.456(6) . ?
C9 C10 1.402(6) . ?
C9 C14 1.419(6) . ?
C10 C11 1.368(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.381(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.363(6) . ?
C12 F5 1.366(5) . ?
C13 C14 1.396(6) . ?
C13 H13 0.9300 . ?
C14 Ir1 1.966(4) . ?
C15 C16 1.369(7) . ?
C15 C20 1.377(7) . ?
C16 C17 1.381(8) . ?
C16 H16 0.9300 . ?
C17 C18 1.326(10) . ?
C17 H17 0.9300 . ?
C18 C19 1.339(10) . ?
C18 F6 1.371(7) . ?
C19 C20 1.380(8) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.355(6) . ?
C21 C26 1.406(6) . ?
C21 H21 0.9300 . ?
C22 F4 1.346(5) . ?
C22 C23 1.390(7) . ?
C23 C24 1.345(6) . ?
C23 F3 1.353(5) . ?
C24 C25 1.403(6) . ?
C24 H24 0.9300 . ?
C25 N4 1.365(6) . ?
C25 C26 1.402(6) . ?
C26 N3 1.383(5) . ?
C27 N4 1.309(5) . ?
C27 C28 1.437(6) . ?
C27 C35 1.499(6) . ?
C28 N3 1.350(5) . ?
C28 C29 1.461(6) . ?
C29 C30 1.394(6) . ?
C29 C34 1.415(6) . ?
C30 C31 1.376(6) . ?
C30 H30 0.9300 . ?
C31 C32 1.367(7) . ?
C31 H31 0.9300 . ?
C32 F2 1.365(5) . ?
C32 C33 1.375(6) . ?
C33 C34 1.393(6) . ?
C33 H33 0.9300 . ?
C34 Ir1 1.966(4) . ?
C35 C36 1.372(7) . ?
C35 C40 1.379(6) . ?
C36 C37 1.388(7) . ?
C36 H36 0.9300 . ?
C37 C38 1.356(8) . ?
C37 H37 0.9300 . ?
C38 C39 1.357(8) . ?
C38 F1 1.357(5) . ?
C39 C40 1.372(7) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
C41 C46 1.385(7) . ?
C41 C42 1.387(7) . ?
C41 P1 1.801(5) . ?
C42 C43 1.377(8) . ?
C42 H42 0.9300 . ?
C43 C44 1.345(10) . ?
C43 H43 0.9300 . ?
C44 C45 1.372(10) . ?
C44 H44 0.9300 . ?
C45 C46 1.390(8) . ?
C45 H45 0.9300 . ?
C46 H46 0.9300 . ?
C47 C52 1.364(7) . ?
C47 C48 1.379(8) . ?
C47 H47 0.9300 . ?
C48 C49 1.357(10) . ?
C48 H48 0.9300 . ?
C49 C50 1.341(10) . ?
C49 H49 0.9300 . ?
C50 C51 1.403(8) . ?
C50 H50 0.9300 . ?
C51 C52 1.376(7) . ?
C51 H51 0.9300 . ?
C52 P1 1.797(5) . ?
C53 C58 1.381(8) . ?
C53 C54 1.387(8) . ?
C53 H53 0.9300 . ?
C54 C55 1.368(12) . ?
C54 H54 0.9300 . ?
C55 C56 1.366(12) . ?
C55 H55 0.9300 . ?
C56 C57 1.373(9) . ?
C56 H56 0.9300 . ?
C57 C58 1.369(8) . ?
C57 H57 0.9300 . ?
C58 P2 1.806(5) . ?
C59 C64 1.379(7) . ?
C59 C60 1.401(8) . ?
C59 H59 0.9300 . ?
C60 C61 1.361(9) . ?
C60 H60 0.9300 . ?
C61 C62 1.354(9) . ?
C61 H61 0.9300 . ?
C62 C63 1.385(8) . ?
C62 H62 0.9300 . ?
C63 C64 1.393(7) . ?
C63 H63 0.9300 . ?
C64 P2 1.803(5) . ?
Ir1 N3 2.058(3) . ?
Ir1 N2 2.077(3) . ?
Ir1 O1 2.233(3) . ?
Ir1 O2 2.245(3) . ?
N1 P1 1.580(4) . ?
N1 P2 1.583(4) . ?
O1 P2 1.521(3) . ?
O2 P1 1.515(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 118.7(4) . . ?
C2 C1 H1 120.7 . . ?
C6 C1 H1 120.7 . . ?
F7 C2 C1 120.4(5) . . ?
F7 C2 C3 118.0(5) . . ?
C1 C2 C3 121.6(5) . . ?
C4 C3 F8 121.4(5) . . ?
C4 C3 C2 121.3(5) . . ?
F8 C3 C2 117.3(5) . . ?
C3 C4 C5 119.1(5) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
N5 C5 C4 118.6(4) . . ?
N5 C5 C6 121.2(4) . . ?
C4 C5 C6 120.1(4) . . ?
N2 C6 C5 119.8(4) . . ?
N2 C6 C1 120.9(4) . . ?
C5 C6 C1 119.2(4) . . ?
N5 C7 C8 121.4(4) . . ?
N5 C7 C15 116.1(4) . . ?
C8 C7 C15 122.5(4) . . ?
N2 C8 C7 119.2(4) . . ?
N2 C8 C9 114.9(4) . . ?
C7 C8 C9 125.8(4) . . ?
C10 C9 C14 120.5(4) . . ?
C10 C9 C8 125.6(4) . . ?
C14 C9 C8 113.4(4) . . ?
C11 C10 C9 120.6(5) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C10 C11 C12 118.0(5) . . ?
C10 C11 H11 121.0 . . ?
C12 C11 H11 121.0 . . ?
C13 C12 F5 118.5(4) . . ?
C13 C12 C11 123.5(5) . . ?
F5 C12 C11 118.0(4) . . ?
C12 C13 C14 119.9(4) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 C9 117.5(4) . . ?
C13 C14 Ir1 126.1(3) . . ?
C9 C14 Ir1 116.3(3) . . ?
C16 C15 C20 117.3(5) . . ?
C16 C15 C7 122.3(5) . . ?
C20 C15 C7 120.2(5) . . ?
C15 C16 C17 120.9(6) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C18 C17 C16 119.1(7) . . ?
C18 C17 H17 120.5 . . ?
C16 C17 H17 120.5 . . ?
C17 C18 C19 123.1(6) . . ?
C17 C18 F6 118.3(8) . . ?
C19 C18 F6 118.5(8) . . ?
C18 C19 C20 117.8(7) . . ?
C18 C19 H19 121.1 . . ?
C20 C19 H19 121.1 . . ?
C15 C20 C19 121.8(6) . . ?
C15 C20 H20 119.1 . . ?
C19 C20 H20 119.1 . . ?
C22 C21 C26 117.8(4) . . ?
C22 C21 H21 121.1 . . ?
C26 C21 H21 121.1 . . ?
F4 C22 C21 119.9(4) . . ?
F4 C22 C23 117.7(4) . . ?
C21 C22 C23 122.4(4) . . ?
C24 C23 F3 121.4(4) . . ?
C24 C23 C22 120.7(4) . . ?
F3 C23 C22 117.8(4) . . ?
C23 C24 C25 119.3(4) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
N4 C25 C26 121.8(4) . . ?
N4 C25 C24 118.5(4) . . ?
C26 C25 C24 119.6(4) . . ?
N3 C26 C25 119.1(4) . . ?
N3 C26 C21 120.7(4) . . ?
C25 C26 C21 120.2(4) . . ?
N4 C27 C28 122.7(4) . . ?
N4 C27 C35 113.9(4) . . ?
C28 C27 C35 123.2(4) . . ?
N3 C28 C27 118.6(4) . . ?
N3 C28 C29 113.8(4) . . ?
C27 C28 C29 127.5(4) . . ?
C30 C29 C34 119.7(4) . . ?
C30 C29 C28 125.8(4) . . ?
C34 C29 C28 114.2(4) . . ?
C31 C30 C29 121.0(4) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C32 C31 C30 118.2(4) . . ?
C32 C31 H31 120.9 . . ?
C30 C31 H31 120.9 . . ?
F2 C32 C31 118.2(4) . . ?
F2 C32 C33 118.5(4) . . ?
C31 C32 C33 123.3(4) . . ?
C32 C33 C34 119.2(4) . . ?
C32 C33 H33 120.4 . . ?
C34 C33 H33 120.4 . . ?
C33 C34 C29 118.5(4) . . ?
C33 C34 Ir1 126.1(3) . . ?
C29 C34 Ir1 115.3(3) . . ?
C36 C35 C40 118.8(5) . . ?
C36 C35 C27 120.1(4) . . ?
C40 C35 C27 121.0(4) . . ?
C35 C36 C37 120.6(5) . . ?
C35 C36 H36 119.7 . . ?
C37 C36 H36 119.7 . . ?
C38 C37 C36 118.5(5) . . ?
C38 C37 H37 120.7 . . ?
C36 C37 H37 120.7 . . ?
C37 C38 C39 122.4(5) . . ?
C37 C38 F1 118.3(5) . . ?
C39 C38 F1 119.3(5) . . ?
C38 C39 C40 118.8(5) . . ?
C38 C39 H39 120.6 . . ?
C40 C39 H39 120.6 . . ?
C39 C40 C35 121.0(5) . . ?
C39 C40 H40 119.5 . . ?
C35 C40 H40 119.5 . . ?
C46 C41 C42 118.7(5) . . ?
C46 C41 P1 121.0(4) . . ?
C42 C41 P1 120.2(4) . . ?
C43 C42 C41 120.8(6) . . ?
C43 C42 H42 119.6 . . ?
C41 C42 H42 119.6 . . ?
C44 C43 C42 119.8(7) . . ?
C44 C43 H43 120.1 . . ?
C42 C43 H43 120.1 . . ?
C43 C44 C45 121.3(7) . . ?
C43 C44 H44 119.4 . . ?
C45 C44 H44 119.4 . . ?
C44 C45 C46 119.5(7) . . ?
C44 C45 H45 120.2 . . ?
C46 C45 H45 120.2 . . ?
C41 C46 C45 119.9(6) . . ?
C41 C46 H46 120.1 . . ?
C45 C46 H46 120.1 . . ?
C52 C47 C48 120.9(7) . . ?
C52 C47 H47 119.6 . . ?
C48 C47 H47 119.6 . . ?
C49 C48 C47 119.6(7) . . ?
C49 C48 H48 120.2 . . ?
C47 C48 H48 120.2 . . ?
C50 C49 C48 121.4(7) . . ?
C50 C49 H49 119.3 . . ?
C48 C49 H49 119.3 . . ?
C49 C50 C51 119.0(7) . . ?
C49 C50 H50 120.5 . . ?
C51 C50 H50 120.5 . . ?
C52 C51 C50 120.4(6) . . ?
C52 C51 H51 119.8 . . ?
C50 C51 H51 119.8 . . ?
C47 C52 C51 118.5(5) . . ?
C47 C52 P1 121.9(5) . . ?
C51 C52 P1 119.3(4) . . ?
C58 C53 C54 119.2(7) . . ?
C58 C53 H53 120.4 . . ?
C54 C53 H53 120.4 . . ?
C55 C54 C53 120.5(8) . . ?
C55 C54 H54 119.7 . . ?
C53 C54 H54 119.7 . . ?
C56 C55 C54 119.6(7) . . ?
C56 C55 H55 120.2 . . ?
C54 C55 H55 120.2 . . ?
C55 C56 C57 120.6(9) . . ?
C55 C56 H56 119.7 . . ?
C57 C56 H56 119.7 . . ?
C58 C57 C56 120.1(7) . . ?
C58 C57 H57 119.9 . . ?
C56 C57 H57 119.9 . . ?
C57 C58 C53 119.9(5) . . ?
C57 C58 P2 120.1(5) . . ?
C53 C58 P2 120.0(4) . . ?
C64 C59 C60 120.6(6) . . ?
C64 C59 H59 119.7 . . ?
C60 C59 H59 119.7 . . ?
C61 C60 C59 119.6(6) . . ?
C61 C60 H60 120.2 . . ?
C59 C60 H60 120.2 . . ?
C62 C61 C60 120.2(6) . . ?
C62 C61 H61 119.9 . . ?
C60 C61 H61 119.9 . . ?
C61 C62 C63 121.3(6) . . ?
C61 C62 H62 119.4 . . ?
C63 C62 H62 119.4 . . ?
C62 C63 C64 119.7(6) . . ?
C62 C63 H63 120.2 . . ?
C64 C63 H63 120.2 . . ?
C59 C64 C63 118.5(5) . . ?
C59 C64 P2 120.6(4) . . ?
C63 C64 P2 120.9(4) . . ?
C14 Ir1 C34 90.43(17) . . ?
C14 Ir1 N3 94.92(16) . . ?
C34 Ir1 N3 80.02(15) . . ?
C14 Ir1 N2 79.66(15) . . ?
C34 Ir1 N2 96.24(15) . . ?
N3 Ir1 N2 173.45(13) . . ?
C14 Ir1 O1 174.89(14) . . ?
C34 Ir1 O1 87.22(14) . . ?
N3 Ir1 O1 80.21(12) . . ?
N2 Ir1 O1 105.10(12) . . ?
C14 Ir1 O2 94.53(14) . . ?
C34 Ir1 O2 174.70(14) . . ?
N3 Ir1 O2 101.38(12) . . ?
N2 Ir1 O2 82.83(12) . . ?
O1 Ir1 O2 87.98(10) . . ?
P1 N1 P2 126.7(3) . . ?
C8 N2 C6 118.4(4) . . ?
C8 N2 Ir1 114.2(3) . . ?
C6 N2 Ir1 127.3(3) . . ?
C28 N3 C26 119.2(3) . . ?
C28 N3 Ir1 114.6(3) . . ?
C26 N3 Ir1 126.2(3) . . ?
C27 N4 C25 118.0(4) . . ?
C7 N5 C5 118.7(4) . . ?
P2 O1 Ir1 127.73(17) . . ?
P1 O2 Ir1 126.95(16) . . ?
O2 P1 N1 118.91(19) . . ?
O2 P1 C52 109.0(2) . . ?
N1 P1 C52 107.7(2) . . ?
O2 P1 C41 109.1(2) . . ?
N1 P1 C41 108.6(2) . . ?
C52 P1 C41 102.3(2) . . ?
O1 P2 N1 117.2(2) . . ?
O1 P2 C64 108.0(2) . . ?
N1 P2 C64 110.1(2) . . ?
O1 P2 C58 107.2(2) . . ?
N1 P2 C58 107.1(2) . . ?
C64 P2 C58 106.7(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 F7 -179.9(4) . . . . ?
C6 C1 C2 C3 -1.5(8) . . . . ?
F7 C2 C3 C4 -179.6(5) . . . . ?
C1 C2 C3 C4 2.0(9) . . . . ?
F7 C2 C3 F8 1.3(8) . . . . ?
C1 C2 C3 F8 -177.1(5) . . . . ?
F8 C3 C4 C5 179.0(5) . . . . ?
C2 C3 C4 C5 0.0(8) . . . . ?
C3 C4 C5 N5 174.7(5) . . . . ?
C3 C4 C5 C6 -2.3(8) . . . . ?
N5 C5 C6 N2 7.7(7) . . . . ?
C4 C5 C6 N2 -175.4(4) . . . . ?
N5 C5 C6 C1 -174.2(4) . . . . ?
C4 C5 C6 C1 2.7(7) . . . . ?
C2 C1 C6 N2 177.3(4) . . . . ?
C2 C1 C6 C5 -0.8(7) . . . . ?
N5 C7 C8 N2 12.1(7) . . . . ?
C15 C7 C8 N2 -165.9(4) . . . . ?
N5 C7 C8 C9 -163.6(4) . . . . ?
C15 C7 C8 C9 18.5(7) . . . . ?
N2 C8 C9 C10 -165.9(5) . . . . ?
C7 C8 C9 C10 9.9(7) . . . . ?
N2 C8 C9 C14 5.8(6) . . . . ?
C7 C8 C9 C14 -178.4(4) . . . . ?
C14 C9 C10 C11 0.4(8) . . . . ?
C8 C9 C10 C11 171.6(5) . . . . ?
C9 C10 C11 C12 -0.1(8) . . . . ?
C10 C11 C12 C13 -1.0(9) . . . . ?
C10 C11 C12 F5 -179.4(5) . . . . ?
F5 C12 C13 C14 -179.9(4) . . . . ?
C11 C12 C13 C14 1.6(8) . . . . ?
C12 C13 C14 C9 -1.2(7) . . . . ?
C12 C13 C14 Ir1 -176.8(4) . . . . ?
C10 C9 C14 C13 0.2(6) . . . . ?
C8 C9 C14 C13 -172.0(4) . . . . ?
C10 C9 C14 Ir1 176.3(4) . . . . ?
C8 C9 C14 Ir1 4.1(5) . . . . ?
N5 C7 C15 C16 58.7(7) . . . . ?
C8 C7 C15 C16 -123.3(6) . . . . ?
N5 C7 C15 C20 -115.6(5) . . . . ?
C8 C7 C15 C20 62.4(7) . . . . ?
C20 C15 C16 C17 -2.8(10) . . . . ?
C7 C15 C16 C17 -177.3(6) . . . . ?
C15 C16 C17 C18 2.9(12) . . . . ?
C16 C17 C18 C19 -0.2(13) . . . . ?
C16 C17 C18 F6 178.4(6) . . . . ?
C17 C18 C19 C20 -2.4(12) . . . . ?
F6 C18 C19 C20 179.0(6) . . . . ?
C16 C15 C20 C19 0.1(9) . . . . ?
C7 C15 C20 C19 174.7(5) . . . . ?
C18 C19 C20 C15 2.4(10) . . . . ?
C26 C21 C22 F4 -179.3(4) . . . . ?
C26 C21 C22 C23 0.4(8) . . . . ?
F4 C22 C23 C24 178.4(5) . . . . ?
C21 C22 C23 C24 -1.3(9) . . . . ?
F4 C22 C23 F3 -0.6(8) . . . . ?
C21 C22 C23 F3 179.8(5) . . . . ?
F3 C23 C24 C25 179.2(5) . . . . ?
C22 C23 C24 C25 0.3(8) . . . . ?
C23 C24 C25 N4 -179.8(5) . . . . ?
C23 C24 C25 C26 1.5(8) . . . . ?
N4 C25 C26 N3 1.0(7) . . . . ?
C24 C25 C26 N3 179.6(4) . . . . ?
N4 C25 C26 C21 179.0(4) . . . . ?
C24 C25 C26 C21 -2.3(7) . . . . ?
C22 C21 C26 N3 179.4(4) . . . . ?
C22 C21 C26 C25 1.4(7) . . . . ?
N4 C27 C28 N3 7.4(7) . . . . ?
C35 C27 C28 N3 -168.8(4) . . . . ?
N4 C27 C28 C29 -168.6(5) . . . . ?
C35 C27 C28 C29 15.2(7) . . . . ?
N3 C28 C29 C30 -168.8(4) . . . . ?
C27 C28 C29 C30 7.4(8) . . . . ?
N3 C28 C29 C34 5.0(6) . . . . ?
C27 C28 C29 C34 -178.8(4) . . . . ?
C34 C29 C30 C31 1.7(7) . . . . ?
C28 C29 C30 C31 175.1(5) . . . . ?
C29 C30 C31 C32 -0.5(8) . . . . ?
C30 C31 C32 F2 179.9(5) . . . . ?
C30 C31 C32 C33 -0.6(8) . . . . ?
F2 C32 C33 C34 180.0(4) . . . . ?
C31 C32 C33 C34 0.5(8) . . . . ?
C32 C33 C34 C29 0.7(7) . . . . ?
C32 C33 C34 Ir1 178.0(3) . . . . ?
C30 C29 C34 C33 -1.8(7) . . . . ?
C28 C29 C34 C33 -176.0(4) . . . . ?
C30 C29 C34 Ir1 -179.3(3) . . . . ?
C28 C29 C34 Ir1 6.4(5) . . . . ?
N4 C27 C35 C36 62.4(7) . . . . ?
C28 C27 C35 C36 -121.2(6) . . . . ?
N4 C27 C35 C40 -113.1(5) . . . . ?
C28 C27 C35 C40 63.4(7) . . . . ?
C40 C35 C36 C37 -0.3(9) . . . . ?
C27 C35 C36 C37 -175.9(5) . . . . ?
C35 C36 C37 C38 1.3(9) . . . . ?
C36 C37 C38 C39 -1.0(9) . . . . ?
C36 C37 C38 F1 179.7(5) . . . . ?
C37 C38 C39 C40 -0.4(9) . . . . ?
F1 C38 C39 C40 178.9(5) . . . . ?
C38 C39 C40 C35 1.5(9) . . . . ?
C36 C35 C40 C39 -1.1(8) . . . . ?
C27 C35 C40 C39 174.4(5) . . . . ?
C46 C41 C42 C43 1.1(9) . . . . ?
P1 C41 C42 C43 176.7(5) . . . . ?
C41 C42 C43 C44 -1.8(11) . . . . ?
C42 C43 C44 C45 1.6(12) . . . . ?
C43 C44 C45 C46 -0.7(12) . . . . ?
C42 C41 C46 C45 -0.2(8) . . . . ?
P1 C41 C46 C45 -175.8(4) . . . . ?
C44 C45 C46 C41 0.0(9) . . . . ?
C52 C47 C48 C49 -1.2(11) . . . . ?
C47 C48 C49 C50 1.1(12) . . . . ?
C48 C49 C50 C51 0.0(11) . . . . ?
C49 C50 C51 C52 -0.9(9) . . . . ?
C48 C47 C52 C51 0.2(9) . . . . ?
C48 C47 C52 P1 -174.4(5) . . . . ?
C50 C51 C52 C47 0.8(8) . . . . ?
C50 C51 C52 P1 175.6(4) . . . . ?
C58 C53 C54 C55 0.3(11) . . . . ?
C53 C54 C55 C56 -1.3(14) . . . . ?
C54 C55 C56 C57 1.6(15) . . . . ?
C55 C56 C57 C58 -1.0(13) . . . . ?
C56 C57 C58 C53 0.1(10) . . . . ?
C56 C57 C58 P2 -179.5(6) . . . . ?
C54 C53 C58 C57 0.3(9) . . . . ?
C54 C53 C58 P2 179.9(5) . . . . ?
C64 C59 C60 C61 -0.4(9) . . . . ?
C59 C60 C61 C62 0.4(10) . . . . ?
C60 C61 C62 C63 -0.2(11) . . . . ?
C61 C62 C63 C64 0.1(10) . . . . ?
C60 C59 C64 C63 0.3(8) . . . . ?
C60 C59 C64 P2 -177.5(4) . . . . ?
C62 C63 C64 C59 -0.2(8) . . . . ?
C62 C63 C64 P2 177.7(5) . . . . ?
C7 C8 N2 C6 -8.6(6) . . . . ?
C9 C8 N2 C6 167.5(4) . . . . ?
C7 C8 N2 Ir1 171.4(3) . . . . ?
C9 C8 N2 Ir1 -12.5(5) . . . . ?
C5 C6 N2 C8 -0.6(6) . . . . ?
C1 C6 N2 C8 -178.7(4) . . . . ?
C5 C6 N2 Ir1 179.4(3) . . . . ?
C1 C6 N2 Ir1 1.3(6) . . . . ?
C27 C28 N3 C26 -8.7(6) . . . . ?
C29 C28 N3 C26 167.9(4) . . . . ?
C27 C28 N3 Ir1 169.8(3) . . . . ?
C29 C28 N3 Ir1 -13.7(5) . . . . ?
C25 C26 N3 C28 4.8(6) . . . . ?
C21 C26 N3 C28 -173.2(4) . . . . ?
C25 C26 N3 Ir1 -173.5(3) . . . . ?
C21 C26 N3 Ir1 8.5(6) . . . . ?
C28 C27 N4 C25 -1.6(7) . . . . ?
C35 C27 N4 C25 174.9(4) . . . . ?
C26 C25 N4 C27 -2.5(7) . . . . ?
C24 C25 N4 C27 178.9(5) . . . . ?
C8 C7 N5 C5 -5.1(7) . . . . ?
C15 C7 N5 C5 172.9(4) . . . . ?
C4 C5 N5 C7 178.5(5) . . . . ?
C6 C5 N5 C7 -4.5(7) . . . . ?
Ir1 O2 P1 N1 -29.7(3) . . . . ?
Ir1 O2 P1 C52 94.1(2) . . . . ?
Ir1 O2 P1 C41 -154.9(2) . . . . ?
P2 N1 P1 O2 -4.9(4) . . . . ?
P2 N1 P1 C52 -129.3(3) . . . . ?
P2 N1 P1 C41 120.6(3) . . . . ?
C47 C52 P1 O2 -147.8(4) . . . . ?
C51 C52 P1 O2 37.6(5) . . . . ?
C47 C52 P1 N1 -17.5(5) . . . . ?
C51 C52 P1 N1 167.8(4) . . . . ?
C47 C52 P1 C41 96.8(5) . . . . ?
C51 C52 P1 C41 -77.8(4) . . . . ?
C46 C41 P1 O2 -24.9(5) . . . . ?
C42 C41 P1 O2 159.6(4) . . . . ?
C46 C41 P1 N1 -156.0(4) . . . . ?
C42 C41 P1 N1 28.6(5) . . . . ?
C46 C41 P1 C52 90.4(5) . . . . ?
C42 C41 P1 C52 -85.1(5) . . . . ?
Ir1 O1 P2 N1 -33.4(3) . . . . ?
Ir1 O1 P2 C64 91.6(2) . . . . ?
Ir1 O1 P2 C58 -153.7(2) . . . . ?
P1 N1 P2 O1 36.8(4) . . . . ?
P1 N1 P2 C64 -87.1(4) . . . . ?
P1 N1 P2 C58 157.2(3) . . . . ?
C59 C64 P2 O1 40.6(5) . . . . ?
C63 C64 P2 O1 -137.1(4) . . . . ?
C59 C64 P2 N1 169.7(4) . . . . ?
C63 C64 P2 N1 -8.1(5) . . . . ?
C59 C64 P2 C58 -74.3(5) . . . . ?
C63 C64 P2 C58 107.9(5) . . . . ?
C57 C58 P2 O1 147.1(5) . . . . ?
C53 C58 P2 O1 -32.4(5) . . . . ?
C57 C58 P2 N1 20.6(5) . . . . ?
C53 C58 P2 N1 -159.0(5) . . . . ?
C57 C58 P2 C64 -97.4(5) . . . . ?
C53 C58 P2 C64 83.1(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1 O1 0.93 2.13 3.009(6) 157.8 .
C4 H4 F1 0.93 2.62 3.483(6) 153.9 2_655
C13 H13 N3 0.93 2.61 3.114(6) 115.0 .
C13 H13 F3 0.93 2.64 3.470(5) 149.2 3
C33 H33 N2 0.93 2.65 3.157(6) 115.2 .
C21 H21 O2 0.93 2.13 2.910(5) 141.2 .
C1 H1 O1 0.93 2.13 3.009(6) 157.8 .
C4 H4 F1 0.93 2.62 3.483(6) 153.9 2_655
C13 H13 F3 0.93 2.64 3.470(5) 149.2 3
C13 H13 N3 0.93 2.61 3.114(6) 115.0 .
C21 H21 O2 0.93 2.13 2.910(5) 141.2 .
C33 H33 N2 0.93 2.65 3.157(6) 115.2 .

_refine_diff_density_max         0.489
_refine_diff_density_min         -0.588
_refine_diff_density_rms         0.110



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_20161130zyx_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1527197'
_audit_update_record             
;
2017-01-13 deposited with the CCDC.
2017-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C64 H42 F4 Ir N5 O2 P2'
_chemical_formula_weight         1243.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.927(2)
_cell_length_b                   15.470(3)
_cell_length_c                   16.813(3)
_cell_angle_alpha                80.513(4)
_cell_angle_beta                 72.599(4)
_cell_angle_gamma                82.996(4)
_cell_volume                     2667.0(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2624
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      22.30

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_F_000             1240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    2.629
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14991
_diffrn_reflns_av_unetI/netI     0.1209
_diffrn_reflns_av_R_equivalents  0.0550
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.281
_diffrn_reflns_theta_max         25.009
_diffrn_reflns_theta_full        25.009
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             9316
_reflns_number_gt                5447
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1034P)²+2.4973P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9316
_refine_ls_number_parameters     727
_refine_ls_number_restraints     234
_refine_ls_R_factor_all          0.1285
_refine_ls_R_factor_gt           0.0686
_refine_ls_wR_factor_ref         0.2101
_refine_ls_wR_factor_gt          0.1718
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7870(7) 0.2709(5) 0.8334(5) 0.074(2) Uani 1 1 d . . . . .
C2 C 0.7828(8) 0.3026(6) 0.9106(5) 0.092(3) Uani 1 1 d . . . . .
H2 H 0.7252 0.3486 0.9312 0.110 Uiso 1 1 calc R U . . .
C3 C 0.8711(8) 0.2595(7) 0.9518(5) 0.117(3) Uani 1 1 d . . . . .
H3 H 0.8649 0.2744 1.0044 0.141 Uiso 1 1 calc R U . . .
C4 C 0.9637(10) 0.1987(8) 0.9220(7) 0.128(4) Uani 1 1 d . . . . .
H4 H 1.0241 0.1765 0.9505 0.154 Uiso 1 1 calc R U . . .
C5 C 0.9679(8) 0.1701(7) 0.8494(5) 0.097(3) Uani 1 1 d . . . . .
H5 H 1.0308 0.1268 0.8286 0.117 Uiso 1 1 calc R U . . .
C6 C 0.8792(8) 0.2045(6) 0.8054(5) 0.078(2) Uani 1 1 d . . . . .
C7 C 0.8800(7) 0.1862(5) 0.7244(5) 0.073(2) Uani 1 1 d . . . . .
C8 C 0.8214(7) 0.2444(6) 0.5996(5) 0.069(2) Uani 1 1 d . . . . .
C9 C 0.7524(7) 0.3051(5) 0.5563(5) 0.071(2) Uani 1 1 d . . . . .
H9 H 0.6903 0.3452 0.5839 0.085 Uiso 1 1 calc R U . . .
C10 C 0.7778(9) 0.3045(6) 0.4726(5) 0.080(3) Uani 1 1 d . . . . .
C11 C 0.8720(9) 0.2452(6) 0.4283(6) 0.085(3) Uani 1 1 d . . . . .
C12 C 0.9370(9) 0.1843(7) 0.4686(6) 0.092(3) Uani 1 1 d . . . . .
H12 H 0.9968 0.1436 0.4400 0.110 Uiso 1 1 calc R U . . .
C13 C 0.9126(8) 0.1831(6) 0.5561(5) 0.072(2) Uani 1 1 d . . . . .
C14 C 0.9586(7) 0.1164(6) 0.6773(5) 0.077(2) Uani 1 1 d . . . . .
C15 C 1.0155(5) 0.0370(4) 0.7204(3) 0.1395(19) Uani 1 1 d G U . . .
C16 C 0.9394(6) -0.0112(5) 0.7913(4) 0.1368(19) Uani 1 1 d G U . . .
H16A H 0.8548 0.0093 0.8152 0.164 Uiso 1 1 calc R U . . .
C17 C 0.9898(8) -0.0900(5) 0.8264(5) 0.148(2) Uani 1 1 d G U . . .
H17A H 0.9389 -0.1222 0.8738 0.178 Uiso 1 1 calc R U . . .
C18 C 1.1162(9) -0.1206(4) 0.7907(6) 0.150(2) Uani 1 1 d G U . . .
H18A H 1.1499 -0.1733 0.8142 0.181 Uiso 1 1 calc R U . . .
C19 C 1.1923(6) -0.0724(5) 0.7198(6) 0.154(2) Uani 1 1 d G U . . .
H19A H 1.2769 -0.0929 0.6960 0.185 Uiso 1 1 calc R U . . .
C20 C 1.1419(5) 0.0064(5) 0.6847(4) 0.148(2) Uani 1 1 d G U . . .
H20A H 1.1928 0.0386 0.6373 0.177 Uiso 1 1 calc R U . . .
C21 C 0.7668(7) 0.4268(5) 0.7244(4) 0.060(2) Uani 1 1 d . . . . .
C22 C 0.8965(7) 0.4277(5) 0.6748(5) 0.064(2) Uani 1 1 d . . . . .
H22 H 0.9389 0.3784 0.6508 0.076 Uiso 1 1 calc R U . . .
C23 C 0.9599(7) 0.5044(6) 0.6624(5) 0.076(3) Uani 1 1 d . . . . .
H23 H 1.0452 0.5060 0.6298 0.091 Uiso 1 1 calc R U . . .
C24 C 0.8978(7) 0.5767(5) 0.6978(5) 0.070(2) Uani 1 1 d . . . . .
H24 H 0.9418 0.6267 0.6895 0.084 Uiso 1 1 calc R U . . .
C25 C 0.7718(6) 0.5771(5) 0.7452(5) 0.064(2) Uani 1 1 d . . . . .
H25 H 0.7301 0.6273 0.7679 0.077 Uiso 1 1 calc R U . . .
C26 C 0.7058(7) 0.5007(5) 0.7592(5) 0.063(2) Uani 1 1 d . . . . .
C27 C 0.5767(7) 0.4902(5) 0.8154(5) 0.064(2) Uani 1 1 d . . . . .
C28 C 0.4533(8) 0.3814(7) 0.9122(5) 0.087(3) Uani 1 1 d . . . . .
C29 C 0.4278(8) 0.2916(7) 0.9457(5) 0.100(3) Uani 1 1 d . . . . .
H29 H 0.4775 0.2451 0.9201 0.120 Uiso 1 1 calc R U . . .
C30 C 0.3288(12) 0.2777(8) 1.0157(6) 0.135(4) Uani 1 1 d . . . . .
C31 C 0.2545(10) 0.3428(9) 1.0567(6) 0.147(4) Uani 1 1 d . . . . .
C32 C 0.2737(9) 0.4297(8) 1.0308(6) 0.114(3) Uani 1 1 d . . . . .
H32 H 0.2232 0.4738 1.0599 0.136 Uiso 1 1 calc R U . . .
C33 C 0.3777(8) 0.4487(7) 0.9555(5) 0.097(3) Uani 1 1 d . . . . .
C34 C 0.4873(7) 0.5535(6) 0.8537(5) 0.082(3) Uani 1 1 d . . . . .
C35 C 0.4875(9) 0.6467(7) 0.8125(8) 0.1171(19) Uani 1 1 d . U . . .
C36 C 0.5076(10) 0.6671(8) 0.7250(8) 0.124(2) Uani 1 1 d . U . . .
H36 H 0.5206 0.6218 0.6926 0.149 Uiso 1 1 calc R U . . .
C37 C 0.5086(10) 0.7552(8) 0.6856(9) 0.129(2) Uani 1 1 d . U . . .
H37 H 0.5212 0.7677 0.6278 0.155 Uiso 1 1 calc R U . . .
C38 C 0.4913(11) 0.8197(8) 0.7317(9) 0.134(2) Uani 1 1 d . U . . .
H38 H 0.4948 0.8776 0.7058 0.160 Uiso 1 1 calc R U . . .
C39 C 0.4687(11) 0.8022(8) 0.8151(9) 0.131(2) Uani 1 1 d . U . . .
H39 H 0.4564 0.8491 0.8457 0.157 Uiso 1 1 calc R U . . .
C40 C 0.4625(10) 0.7132(8) 0.8606(9) 0.130(2) Uani 1 1 d . U . . .
H40 H 0.4426 0.7025 0.9189 0.156 Uiso 1 1 calc R U . . .
C41 C 0.5560(8) 0.1038(5) 0.6867(5) 0.076(2) Uani 1 1 d . . . . .
C42 C 0.6570(10) 0.0379(7) 0.6925(7) 0.104(4) Uani 1 1 d . . . . .
H42 H 0.6784 0.0228 0.7428 0.124 Uiso 1 1 calc R U . . .
C43 C 0.7220(14) -0.0028(9) 0.6250(10) 0.160(6) Uani 1 1 d . . . . .
H43 H 0.7884 -0.0449 0.6307 0.192 Uiso 1 1 calc R U . . .
C44 C 0.6972(17) 0.0134(9) 0.5528(10) 0.183(7) Uani 1 1 d . . . . .
H44 H 0.7438 -0.0153 0.5074 0.219 Uiso 1 1 calc R U . . .
C45 C 0.5987(19) 0.0750(9) 0.5480(9) 0.188(8) Uani 1 1 d . . . . .
H45 H 0.5773 0.0870 0.4976 0.226 Uiso 1 1 calc R U . . .
C46 C 0.5293(13) 0.1202(7) 0.6119(6) 0.130(4) Uani 1 1 d . . . . .
H46 H 0.4638 0.1622 0.6042 0.156 Uiso 1 1 calc R U . . .
C47 C 0.3897(7) 0.0805(5) 0.8570(4) 0.062(2) Uani 0.5 1 d . . P A 1
C48 C 0.4596(15) 0.0114(9) 0.8950(10) 0.085(4) Uani 0.6 1 d . U P A 1
H48A H 0.5490 0.0049 0.8763 0.102 Uiso 0.6 1 calc R U P A 1
C49 C 0.3918(16) -0.0458(10) 0.9605(10) 0.087(4) Uani 0.6 1 d . U P A 1
H49A H 0.4365 -0.0895 0.9883 0.105 Uiso 0.6 1 calc R U P A 1
C50 C 0.2627(10) -0.0400(6) 0.9852(7) 0.099(3) Uani 0.5 1 d . U P A 1
H50A H 0.2202 -0.0843 1.0244 0.119 Uiso 0.5 1 calc R U P A 1
C51 C 0.190(2) 0.0311(15) 0.9536(15) 0.086(5) Uani 0.4 1 d . U P A 1
H51A H 0.1009 0.0366 0.9752 0.104 Uiso 0.4 1 calc R U P A 1
C52 C 0.2525(19) 0.0932(14) 0.8897(14) 0.073(5) Uani 0.4 1 d . U P A 1
H52A H 0.2068 0.1417 0.8687 0.087 Uiso 0.4 1 calc R U P A 1
C47' C 0.3897(7) 0.0805(5) 0.8570(4) 0.062(2) Uani 0.5 1 d . . P A 2
C48' C 0.2955(10) 0.0485(7) 0.8514(8) 0.054(3) Uani 0.6 1 d . U P A 2
H48B H 0.2654 0.0664 0.8046 0.064 Uiso 0.6 1 calc R U P A 2
C49' C 0.2339(13) -0.0141(9) 0.9150(10) 0.080(4) Uani 0.6 1 d . U P A 2
H49B H 0.1667 -0.0396 0.9067 0.095 Uiso 0.6 1 calc R U P A 2
C50' C 0.2627(10) -0.0400(6) 0.9852(7) 0.099(3) Uani 0.5 1 d . . P A 2
H50B H 0.2382 -0.0922 1.0196 0.119 Uiso 0.5 1 calc R U P A 2
C51' C 0.331(2) 0.0162(17) 1.0028(18) 0.105(6) Uani 0.4 1 d . U P A 2
H51B H 0.3326 0.0139 1.0581 0.126 Uiso 0.4 1 calc R U P A 2
C52' C 0.405(2) 0.0825(17) 0.9375(16) 0.098(6) Uani 0.4 1 d . U P A 2
H52B H 0.4549 0.1210 0.9483 0.118 Uiso 0.4 1 calc R U P A 2
C53 C 0.3434(6) 0.3482(4) 0.6128(4) 0.0534(19) Uani 1 1 d . . . . .
C54 C 0.3899(9) 0.4120(5) 0.5484(6) 0.081(3) Uani 1 1 d . . . . .
H54 H 0.4535 0.4448 0.5520 0.098 Uiso 1 1 calc R U . . .
C55 C 0.3469(10) 0.4296(7) 0.4789(6) 0.102(3) Uani 1 1 d . . . . .
H55 H 0.3800 0.4737 0.4356 0.123 Uiso 1 1 calc R U . . .
C56 C 0.2538(9) 0.3806(7) 0.4746(5) 0.103(4) Uani 1 1 d . . . . .
H56 H 0.2240 0.3910 0.4273 0.123 Uiso 1 1 calc R U . . .
C57 C 0.2035(9) 0.3163(8) 0.5385(6) 0.112(4) Uani 1 1 d . . . . .
H57 H 0.1385 0.2845 0.5353 0.134 Uiso 1 1 calc R U . . .
C58 C 0.2496(7) 0.2993(6) 0.6070(5) 0.085(3) Uani 1 1 d . . . . .
H58 H 0.2177 0.2546 0.6499 0.102 Uiso 1 1 calc R U . . .
C59 C 0.2785(7) 0.4063(6) 0.7708(5) 0.073(2) Uani 1 1 d . . . . .
C60 C 0.1770(10) 0.3772(7) 0.8398(7) 0.117(4) Uani 1 1 d . . . . .
H60 H 0.1668 0.3174 0.8550 0.140 Uiso 1 1 calc R U . . .
C61 C 0.0913(12) 0.4375(9) 0.8856(8) 0.149(5) Uani 1 1 d . . . . .
H61 H 0.0282 0.4173 0.9339 0.179 Uiso 1 1 calc R U . . .
C62 C 0.0982(10) 0.5250(9) 0.8613(8) 0.133(4) Uani 1 1 d . . . . .
H62 H 0.0356 0.5643 0.8897 0.160 Uiso 1 1 calc R U . . .
C63 C 0.1967(10) 0.5555(8) 0.7953(7) 0.109(4) Uani 1 1 d . . . . .
H63 H 0.2048 0.6155 0.7801 0.131 Uiso 1 1 calc R U . . .
C64 C 0.2859(8) 0.4950(6) 0.7505(5) 0.075(3) Uani 1 1 d . . . . .
H64 H 0.3526 0.5161 0.7050 0.090 Uiso 1 1 calc R U . . .
F1 F 0.8882(6) 0.2502(4) 0.3459(3) 0.111(2) Uani 1 1 d . . . . .
F2 F 0.7142(6) 0.3646(4) 0.4274(3) 0.113(2) Uani 1 1 d . . . . .
F3 F 0.3048(8) 0.1915(5) 1.0503(4) 0.172(3) Uani 1 1 d . . . . .
F4 F 0.1564(7) 0.3205(5) 1.1276(4) 0.176(3) Uani 1 1 d . . . . .
Ir1 Ir 0.67137(3) 0.31825(2) 0.76313(2) 0.06232(9) Uani 1 1 d . . . . .
N1 N 0.8044(5) 0.2432(4) 0.6827(3) 0.0599(17) Uani 1 1 d . . . . .
N2 N 0.9765(7) 0.1170(5) 0.5978(5) 0.088(2) Uani 1 1 d . . . . .
N3 N 0.5569(6) 0.4024(5) 0.8416(4) 0.077(2) Uani 1 1 d . . . . .
N4 N 0.3892(6) 0.5361(6) 0.9243(4) 0.096(2) Uani 1 1 d . . . . .
N5 N 0.3700(6) 0.2345(4) 0.7522(4) 0.0694(18) Uani 1 1 d . . . . .
O1 O 0.5792(4) 0.1912(3) 0.8056(3) 0.0690(14) Uani 1 1 d . . . . .
O2 O 0.5271(4) 0.3639(3) 0.6884(3) 0.0607(14) Uani 1 1 d . . . . .
P1 P 0.47529(18) 0.16188(13) 0.77479(12) 0.0637(5) Uani 1 1 d . . . . .
P2 P 0.39282(18) 0.33219(13) 0.70868(12) 0.0592(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.383(11) . ?
C1 C2 1.448(12) . ?
C1 Ir1 1.978(8) . ?
C2 C3 1.395(12) . ?
C2 H2 0.9300 . ?
C3 C4 1.334(14) . ?
C3 H3 0.9300 . ?
C4 C5 1.351(14) . ?
C4 H4 0.9300 . ?
C5 C6 1.393(11) . ?
C5 H5 0.9300 . ?
C6 C7 1.434(11) . ?
C7 N1 1.384(10) . ?
C7 C14 1.477(11) . ?
C8 N1 1.351(10) . ?
C8 C9 1.383(11) . ?
C8 C13 1.409(11) . ?
C9 C10 1.351(11) . ?
C9 H9 0.9300 . ?
C10 F2 1.360(10) . ?
C10 C11 1.412(12) . ?
C11 C12 1.330(13) . ?
C11 F1 1.332(10) . ?
C12 C13 1.413(12) . ?
C12 H12 0.9300 . ?
C13 N2 1.381(11) . ?
C14 N2 1.290(11) . ?
C14 C15 1.487(10) . ?
C15 C16 1.3900 . ?
C15 C20 1.3900 . ?
C16 C17 1.3900 . ?
C16 H16A 0.9300 . ?
C17 C18 1.3900 . ?
C17 H17A 0.9300 . ?
C18 C19 1.3900 . ?
C18 H18A 0.9300 . ?
C19 C20 1.3900 . ?
C19 H19A 0.9300 . ?
C20 H20A 0.9300 . ?
C21 C26 1.378(10) . ?
C21 C22 1.413(10) . ?
C21 Ir1 1.998(8) . ?
C22 C23 1.401(11) . ?
C22 H22 0.9300 . ?
C23 C24 1.363(11) . ?
C23 H23 0.9300 . ?
C24 C25 1.369(9) . ?
C24 H24 0.9300 . ?
C25 C26 1.408(10) . ?
C25 H25 0.9300 . ?
C26 C27 1.456(10) . ?
C27 N3 1.380(10) . ?
C27 C34 1.388(11) . ?
C28 N3 1.398(10) . ?
C28 C33 1.407(13) . ?
C28 C29 1.438(13) . ?
C29 C30 1.347(13) . ?
C29 H29 0.9300 . ?
C30 C31 1.358(16) . ?
C30 F3 1.387(13) . ?
C31 C32 1.365(16) . ?
C31 F4 1.370(11) . ?
C32 C33 1.441(12) . ?
C32 H32 0.9300 . ?
C33 N4 1.375(13) . ?
C34 N4 1.355(10) . ?
C34 C35 1.492(14) . ?
C35 C40 1.364(16) . ?
C35 C36 1.408(17) . ?
C36 C37 1.413(16) . ?
C36 H36 0.9300 . ?
C37 C38 1.324(17) . ?
C37 H37 0.9300 . ?
C38 C39 1.336(18) . ?
C38 H38 0.9300 . ?
C39 C40 1.459(17) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
C41 C46 1.351(13) . ?
C41 C42 1.422(13) . ?
C41 P1 1.801(9) . ?
C42 C43 1.353(17) . ?
C42 H42 0.9300 . ?
C43 C44 1.30(2) . ?
C43 H43 0.9300 . ?
C44 C45 1.36(2) . ?
C44 H44 0.9300 . ?
C45 C46 1.360(17) . ?
C45 H45 0.9300 . ?
C46 H46 0.9300 . ?
C47 C48 1.416(16) . ?
C47 C52 1.43(2) . ?
C47 P1 1.819(7) . ?
C48 C49 1.38(2) . ?
C48 H48A 0.9300 . ?
C49 C50 1.342(18) . ?
C49 H49A 0.9300 . ?
C50 C51 1.40(2) . ?
C50 H50A 0.9300 . ?
C51 C52 1.39(3) . ?
C51 H51A 0.9300 . ?
C52 H52A 0.9300 . ?
C47' C48' 1.228(14) . ?
C47' C52' 1.42(3) . ?
C47' P1 1.819(7) . ?
C48' C49' 1.386(17) . ?
C48' H48B 0.9300 . ?
C49' C50' 1.300(18) . ?
C49' H49B 0.9300 . ?
C50' C51' 1.33(3) . ?
C50' H50B 0.9300 . ?
C51' C52' 1.48(3) . ?
C51' H51B 0.9300 . ?
C52' H52B 0.9300 . ?
C53 C54 1.358(10) . ?
C53 C58 1.381(11) . ?
C53 P2 1.820(7) . ?
C54 C55 1.362(13) . ?
C54 H54 0.9300 . ?
C55 C56 1.366(15) . ?
C55 H55 0.9300 . ?
C56 C57 1.369(14) . ?
C56 H56 0.9300 . ?
C57 C58 1.365(12) . ?
C57 H57 0.9300 . ?
C58 H58 0.9300 . ?
C59 C64 1.364(11) . ?
C59 C60 1.399(12) . ?
C59 P2 1.798(8) . ?
C60 C61 1.390(15) . ?
C60 H60 0.9300 . ?
C61 C62 1.353(17) . ?
C61 H61 0.9300 . ?
C62 C63 1.360(15) . ?
C62 H62 0.9300 . ?
C63 C64 1.401(13) . ?
C63 H63 0.9300 . ?
C64 H64 0.9300 . ?
Ir1 N3 2.045(7) . ?
Ir1 N1 2.054(6) . ?
Ir1 O1 2.231(5) . ?
Ir1 O2 2.277(5) . ?
N5 P2 1.581(6) . ?
N5 P1 1.592(6) . ?
O1 P1 1.523(5) . ?
O2 P2 1.526(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 118.5(8) . . ?
C6 C1 Ir1 117.4(6) . . ?
C2 C1 Ir1 124.2(6) . . ?
C3 C2 C1 115.5(8) . . ?
C3 C2 H2 122.3 . . ?
C1 C2 H2 122.3 . . ?
C4 C3 C2 125.2(9) . . ?
C4 C3 H3 117.4 . . ?
C2 C3 H3 117.4 . . ?
C3 C4 C5 118.7(9) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.6 . . ?
C4 C5 C6 120.9(9) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C1 C6 C5 121.0(8) . . ?
C1 C6 C7 112.0(7) . . ?
C5 C6 C7 126.6(8) . . ?
N1 C7 C6 116.9(7) . . ?
N1 C7 C14 115.5(7) . . ?
C6 C7 C14 127.5(7) . . ?
N1 C8 C9 121.3(7) . . ?
N1 C8 C13 119.2(7) . . ?
C9 C8 C13 119.5(8) . . ?
C10 C9 C8 118.1(8) . . ?
C10 C9 H9 121.0 . . ?
C8 C9 H9 121.0 . . ?
C9 C10 F2 119.8(8) . . ?
C9 C10 C11 122.7(8) . . ?
F2 C10 C11 117.4(8) . . ?
C12 C11 F1 121.8(9) . . ?
C12 C11 C10 120.6(9) . . ?
F1 C11 C10 117.5(8) . . ?
C11 C12 C13 118.0(9) . . ?
C11 C12 H12 121.0 . . ?
C13 C12 H12 121.0 . . ?
N2 C13 C8 121.6(8) . . ?
N2 C13 C12 117.3(8) . . ?
C8 C13 C12 121.0(8) . . ?
N2 C14 C7 123.0(8) . . ?
N2 C14 C15 115.4(7) . . ?
C7 C14 C15 121.5(7) . . ?
C16 C15 C20 120.0 . . ?
C16 C15 C14 120.3(4) . . ?
C20 C15 C14 119.4(4) . . ?
C17 C16 C15 120.0 . . ?
C17 C16 H16A 120.0 . . ?
C15 C16 H16A 120.0 . . ?
C16 C17 C18 120.0 . . ?
C16 C17 H17A 120.0 . . ?
C18 C17 H17A 120.0 . . ?
C17 C18 C19 120.0 . . ?
C17 C18 H18A 120.0 . . ?
C19 C18 H18A 120.0 . . ?
C20 C19 C18 120.0 . . ?
C20 C19 H19A 120.0 . . ?
C18 C19 H19A 120.0 . . ?
C19 C20 C15 120.0 . . ?
C19 C20 H20A 120.0 . . ?
C15 C20 H20A 120.0 . . ?
C26 C21 C22 119.5(7) . . ?
C26 C21 Ir1 116.0(5) . . ?
C22 C21 Ir1 123.8(6) . . ?
C23 C22 C21 118.9(7) . . ?
C23 C22 H22 120.6 . . ?
C21 C22 H22 120.6 . . ?
C24 C23 C22 120.6(7) . . ?
C24 C23 H23 119.7 . . ?
C22 C23 H23 119.7 . . ?
C23 C24 C25 121.2(7) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 H24 119.4 . . ?
C24 C25 C26 119.4(7) . . ?
C24 C25 H25 120.3 . . ?
C26 C25 H25 120.3 . . ?
C21 C26 C25 120.4(6) . . ?
C21 C26 C27 115.1(7) . . ?
C25 C26 C27 124.3(7) . . ?
N3 C27 C34 119.5(7) . . ?
N3 C27 C26 110.7(6) . . ?
C34 C27 C26 128.7(7) . . ?
N3 C28 C33 119.8(8) . . ?
N3 C28 C29 121.4(8) . . ?
C33 C28 C29 118.7(8) . . ?
C30 C29 C28 117.2(9) . . ?
C30 C29 H29 121.4 . . ?
C28 C29 H29 121.4 . . ?
C29 C30 C31 124.0(11) . . ?
C29 C30 F3 118.0(10) . . ?
C31 C30 F3 117.9(9) . . ?
C30 C31 C32 122.9(10) . . ?
C30 C31 F4 118.8(11) . . ?
C32 C31 F4 118.4(10) . . ?
C31 C32 C33 115.6(10) . . ?
C31 C32 H32 122.2 . . ?
C33 C32 H32 122.2 . . ?
N4 C33 C28 122.2(8) . . ?
N4 C33 C32 115.8(9) . . ?
C28 C33 C32 121.6(9) . . ?
N4 C34 C27 124.4(9) . . ?
N4 C34 C35 115.3(8) . . ?
C27 C34 C35 120.1(8) . . ?
C40 C35 C36 119.3(12) . . ?
C40 C35 C34 119.7(11) . . ?
C36 C35 C34 120.9(10) . . ?
C35 C36 C37 121.2(12) . . ?
C35 C36 H36 119.4 . . ?
C37 C36 H36 119.4 . . ?
C38 C37 C36 119.4(14) . . ?
C38 C37 H37 120.3 . . ?
C36 C37 H37 120.3 . . ?
C37 C38 C39 120.6(13) . . ?
C37 C38 H38 119.7 . . ?
C39 C38 H38 119.7 . . ?
C38 C39 C40 123.2(13) . . ?
C38 C39 H39 118.4 . . ?
C40 C39 H39 118.4 . . ?
C35 C40 C39 116.1(13) . . ?
C35 C40 H40 121.9 . . ?
C39 C40 H40 121.9 . . ?
C46 C41 C42 116.0(9) . . ?
C46 C41 P1 123.9(7) . . ?
C42 C41 P1 120.1(7) . . ?
C43 C42 C41 120.2(11) . . ?
C43 C42 H42 119.9 . . ?
C41 C42 H42 119.9 . . ?
C44 C43 C42 123.9(14) . . ?
C44 C43 H43 118.0 . . ?
C42 C43 H43 118.0 . . ?
C43 C44 C45 115.7(14) . . ?
C43 C44 H44 122.1 . . ?
C45 C44 H44 122.1 . . ?
C44 C45 C46 124.5(15) . . ?
C44 C45 H45 117.7 . . ?
C46 C45 H45 117.7 . . ?
C41 C46 C45 119.6(12) . . ?
C41 C46 H46 120.2 . . ?
C45 C46 H46 120.2 . . ?
C48 C47 C52 120.4(12) . . ?
C48 C47 P1 119.8(8) . . ?
C52 C47 P1 119.4(9) . . ?
C49 C48 C47 118.2(13) . . ?
C49 C48 H48A 120.9 . . ?
C47 C48 H48A 120.9 . . ?
C50 C49 C48 121.5(14) . . ?
C50 C49 H49A 119.3 . . ?
C48 C49 H49A 119.3 . . ?
C49 C50 C51 121.9(14) . . ?
C49 C50 H50A 119.1 . . ?
C51 C50 H50A 119.1 . . ?
C52 C51 C50 119.2(19) . . ?
C52 C51 H51A 120.4 . . ?
C50 C51 H51A 120.4 . . ?
C51 C52 C47 118.2(17) . . ?
C51 C52 H52A 120.9 . . ?
C47 C52 H52A 120.9 . . ?
C48' C47' C52' 119.4(13) . . ?
C48' C47' P1 121.8(7) . . ?
C52' C47' P1 114.4(12) . . ?
C47' C48' C49' 120.0(12) . . ?
C47' C48' H48B 120.0 . . ?
C49' C48' H48B 120.0 . . ?
C50' C49' C48' 125.2(13) . . ?
C50' C49' H49B 117.4 . . ?
C48' C49' H49B 117.4 . . ?
C49' C50' C51' 112.9(15) . . ?
C49' C50' H50B 123.6 . . ?
C51' C50' H50B 123.6 . . ?
C50' C51' C52' 123(2) . . ?
C50' C51' H51B 118.7 . . ?
C52' C51' H51B 118.7 . . ?
C47' C52' C51' 112(2) . . ?
C47' C52' H52B 123.8 . . ?
C51' C52' H52B 123.8 . . ?
C54 C53 C58 118.6(7) . . ?
C54 C53 P2 121.4(6) . . ?
C58 C53 P2 119.8(6) . . ?
C53 C54 C55 122.4(9) . . ?
C53 C54 H54 118.8 . . ?
C55 C54 H54 118.8 . . ?
C54 C55 C56 118.0(9) . . ?
C54 C55 H55 121.0 . . ?
C56 C55 H55 121.0 . . ?
C55 C56 C57 121.4(9) . . ?
C55 C56 H56 119.3 . . ?
C57 C56 H56 119.3 . . ?
C58 C57 C56 119.4(10) . . ?
C58 C57 H57 120.3 . . ?
C56 C57 H57 120.3 . . ?
C57 C58 C53 120.2(8) . . ?
C57 C58 H58 119.9 . . ?
C53 C58 H58 119.9 . . ?
C64 C59 C60 116.9(8) . . ?
C64 C59 P2 120.4(6) . . ?
C60 C59 P2 122.6(7) . . ?
C61 C60 C59 120.2(10) . . ?
C61 C60 H60 119.9 . . ?
C59 C60 H60 119.9 . . ?
C62 C61 C60 121.1(11) . . ?
C62 C61 H61 119.5 . . ?
C60 C61 H61 119.5 . . ?
C61 C62 C63 120.0(11) . . ?
C61 C62 H62 120.0 . . ?
C63 C62 H62 120.0 . . ?
C62 C63 C64 119.0(11) . . ?
C62 C63 H63 120.5 . . ?
C64 C63 H63 120.5 . . ?
C59 C64 C63 122.6(8) . . ?
C59 C64 H64 118.7 . . ?
C63 C64 H64 118.7 . . ?
C1 Ir1 C21 89.9(3) . . ?
C1 Ir1 N3 97.3(3) . . ?
C21 Ir1 N3 78.6(3) . . ?
C1 Ir1 N1 79.8(3) . . ?
C21 Ir1 N1 95.0(3) . . ?
N3 Ir1 N1 173.0(2) . . ?
C1 Ir1 O1 86.8(2) . . ?
C21 Ir1 O1 175.6(2) . . ?
N3 Ir1 O1 104.7(2) . . ?
N1 Ir1 O1 81.6(2) . . ?
C1 Ir1 O2 175.2(2) . . ?
C21 Ir1 O2 94.8(2) . . ?
N3 Ir1 O2 82.5(2) . . ?
N1 Ir1 O2 101.0(2) . . ?
O1 Ir1 O2 88.57(17) . . ?
C8 N1 C7 120.9(7) . . ?
C8 N1 Ir1 127.7(5) . . ?
C7 N1 Ir1 111.4(5) . . ?
C14 N2 C13 118.3(8) . . ?
C27 N3 C28 117.4(7) . . ?
C27 N3 Ir1 115.1(5) . . ?
C28 N3 Ir1 127.1(6) . . ?
C34 N4 C33 115.5(8) . . ?
P2 N5 P1 126.7(4) . . ?
P1 O1 Ir1 126.5(3) . . ?
P2 O2 Ir1 125.9(3) . . ?
O1 P1 N5 118.1(3) . . ?
O1 P1 C41 107.0(3) . . ?
N5 P1 C41 110.9(4) . . ?
O1 P1 C47' 107.3(3) . . ?
N5 P1 C47' 107.0(3) . . ?
C41 P1 C47' 105.8(4) . . ?
O1 P1 C47 107.3(3) . . ?
N5 P1 C47 107.0(3) . . ?
C41 P1 C47 105.8(4) . . ?
O2 P2 N5 118.5(3) . . ?
O2 P2 C59 108.9(3) . . ?
N5 P2 C59 109.2(4) . . ?
O2 P2 C53 109.0(3) . . ?
N5 P2 C53 108.1(3) . . ?
C59 P2 C53 101.8(3) . . ?

_refine_diff_density_max         1.159
_refine_diff_density_min         -2.576
_refine_diff_density_rms         0.142



####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mo_20161130zyxxt_0m_a_sq
_database_code_depnum_ccdc_archive 'CCDC 1527198'
_audit_update_record             
;
2017-01-13 deposited with the CCDC.
2017-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C64 H42 F4 Ir N5 O2 P2'
_chemical_formula_weight         1243.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ir Ir -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.0722(14)
_cell_length_b                   15.1646(14)
_cell_length_c                   23.699(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.214(2)
_cell_angle_gamma                90
_cell_volume                     5412.7(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9942
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      25.98

_exptl_crystal_description       block
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_F_000             2480
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    2.590
_shelx_estimated_absorpt_T_min   0.541
_shelx_estimated_absorpt_T_max   0.600
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39619
_diffrn_reflns_av_unetI/netI     0.0541
_diffrn_reflns_av_R_equivalents  0.0602
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.574
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_full        25.010
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             9489
_reflns_number_gt                7937
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0369P)²+2.4272P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9489
_refine_ls_number_parameters     703
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0319
_refine_ls_wR_factor_ref         0.0860
_refine_ls_wR_factor_gt          0.0805
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4289(3) 0.4637(3) 0.29367(17) 0.0299(9) Uani 1 1 d . . . . .
C2 C 0.4310(3) 0.5363(3) 0.3305(2) 0.0384(11) Uani 1 1 d . . . . .
H2 H 0.4430 0.5284 0.3690 0.046 Uiso 1 1 calc R U . . .
C3 C 0.4152(3) 0.6177(3) 0.3092(2) 0.0469(12) Uani 1 1 d . . . . .
C4 C 0.3968(3) 0.6349(3) 0.2533(2) 0.0499(13) Uani 1 1 d . . . . .
H4 H 0.3845 0.6918 0.2407 0.060 Uiso 1 1 calc R U . . .
C5 C 0.3972(3) 0.5652(3) 0.2162(2) 0.0436(12) Uani 1 1 d . . . . .
H5 H 0.3851 0.5748 0.1779 0.052 Uiso 1 1 calc R U . . .
C6 C 0.4157(3) 0.4798(3) 0.23572(18) 0.0358(10) Uani 1 1 d . . . . .
C7 C 0.4071(3) 0.3993(3) 0.20175(16) 0.0290(9) Uani 1 1 d . . . . .
C8 C 0.4070(3) 0.3942(3) 0.14153(18) 0.0366(10) Uani 1 1 d . . . . .
C9 C 0.4408(3) 0.4685(3) 0.10755(18) 0.0448(12) Uani 1 1 d . . . . .
C10 C 0.5235(4) 0.5037(4) 0.1202(2) 0.0532(13) Uani 1 1 d . . . . .
H10 H 0.5593 0.4783 0.1487 0.064 Uiso 1 1 calc R U . . .
C11 C 0.5540(4) 0.5762(4) 0.0914(2) 0.0661(17) Uani 1 1 d . . . . .
H11 H 0.6098 0.6000 0.1000 0.079 Uiso 1 1 calc R U . . .
C12 C 0.4999(5) 0.6116(5) 0.0500(3) 0.082(2) Uani 1 1 d . . . . .
C13 C 0.4185(5) 0.5765(5) 0.0351(3) 0.091(2) Uani 1 1 d . . . . .
H13 H 0.3833 0.6016 0.0063 0.110 Uiso 1 1 calc R U . . .
C14 C 0.3901(4) 0.5036(4) 0.0636(2) 0.0647(16) Uani 1 1 d . . . . .
H14 H 0.3361 0.4777 0.0531 0.078 Uiso 1 1 calc R U . . .
C15 C 0.3558(3) 0.2522(3) 0.14459(17) 0.0356(10) Uani 1 1 d . . . . .
C16 C 0.3235(4) 0.1760(3) 0.1166(2) 0.0504(13) Uani 1 1 d . . . . .
H16 H 0.3156 0.1763 0.0775 0.060 Uiso 1 1 calc R U . . .
C17 C 0.3039(4) 0.1026(3) 0.1461(2) 0.0522(13) Uani 1 1 d . . . . .
H17 H 0.2822 0.0529 0.1271 0.063 Uiso 1 1 calc R U . . .
C18 C 0.3161(3) 0.1011(3) 0.2046(2) 0.0458(12) Uani 1 1 d . . . . .
H18 H 0.3029 0.0500 0.2243 0.055 Uiso 1 1 calc R U . . .
C19 C 0.3473(3) 0.1737(3) 0.23392(19) 0.0385(11) Uani 1 1 d . . . . .
H19 H 0.3548 0.1718 0.2730 0.046 Uiso 1 1 calc R U . . .
C20 C 0.3677(3) 0.2506(3) 0.20419(17) 0.0296(9) Uani 1 1 d . . . . .
C21 C 0.3204(3) 0.3459(2) 0.34963(17) 0.0284(9) Uani 1 1 d . . . . .
C22 C 0.2377(3) 0.3568(3) 0.32190(19) 0.0365(10) Uani 1 1 d . . . . .
H22 H 0.2338 0.3646 0.2830 0.044 Uiso 1 1 calc R U . . .
C23 C 0.1625(3) 0.3558(3) 0.3524(2) 0.0498(13) Uani 1 1 d . . . . .
C24 C 0.1626(3) 0.3450(3) 0.4096(2) 0.0527(14) Uani 1 1 d . . . . .
H24 H 0.1098 0.3448 0.4286 0.063 Uiso 1 1 calc R U . . .
C25 C 0.2434(3) 0.3344(3) 0.4386(2) 0.0466(12) Uani 1 1 d . . . . .
H25 H 0.2455 0.3270 0.4775 0.056 Uiso 1 1 calc R U . . .
C26 C 0.3216(3) 0.3350(3) 0.40893(18) 0.0355(10) Uani 1 1 d . . . . .
C27 C 0.4116(3) 0.3376(3) 0.43540(17) 0.0337(10) Uani 1 1 d . . . . .
C28 C 0.4360(3) 0.3246(3) 0.49369(19) 0.0428(12) Uani 1 1 d . . . . .
C29 C 0.3837(4) 0.2665(4) 0.53055(19) 0.0498(13) Uani 1 1 d . . . . .
C30 C 0.3506(4) 0.1875(4) 0.5097(2) 0.0606(15) Uani 1 1 d . . . . .
H30 H 0.3548 0.1745 0.4716 0.073 Uiso 1 1 calc R U . . .
C31 C 0.3111(4) 0.1271(4) 0.5453(3) 0.0690(17) Uani 1 1 d . . . . .
H31 H 0.2891 0.0737 0.5316 0.083 Uiso 1 1 calc R U . . .
C32 C 0.3059(4) 0.1489(5) 0.6007(3) 0.0733(19) Uani 1 1 d . . . . .
C33 C 0.3357(4) 0.2256(5) 0.6222(2) 0.0747(19) Uani 1 1 d . . . . .
H33 H 0.3287 0.2388 0.6600 0.090 Uiso 1 1 calc R U . . .
C34 C 0.3768(4) 0.2847(4) 0.58734(19) 0.0587(15) Uani 1 1 d . . . . .
H34 H 0.4000 0.3369 0.6022 0.070 Uiso 1 1 calc R U . . .
C35 C 0.5679(3) 0.3946(4) 0.4807(2) 0.0493(13) Uani 1 1 d . . . . .
C36 C 0.6468(4) 0.4323(5) 0.5033(3) 0.0728(18) Uani 1 1 d . . . . .
H36 H 0.6570 0.4347 0.5423 0.087 Uiso 1 1 calc R U . . .
C37 C 0.7079(4) 0.4650(5) 0.4687(3) 0.0771(19) Uani 1 1 d . . . . .
H37 H 0.7595 0.4905 0.4842 0.093 Uiso 1 1 calc R U . . .
C38 C 0.6951(4) 0.4613(4) 0.4103(3) 0.0661(16) Uani 1 1 d . . . . .
H38 H 0.7381 0.4841 0.3873 0.079 Uiso 1 1 calc R U . . .
C39 C 0.6189(3) 0.4239(3) 0.3861(2) 0.0493(12) Uani 1 1 d . . . . .
H39 H 0.6111 0.4200 0.3471 0.059 Uiso 1 1 calc R U . . .
C40 C 0.5541(3) 0.3919(3) 0.42151(19) 0.0385(11) Uani 1 1 d . . . . .
C41 C 0.5812(3) 0.1381(3) 0.41422(17) 0.0323(10) Uani 1 1 d . . . . .
C42 C 0.6635(4) 0.1783(4) 0.4185(2) 0.0593(15) Uani 1 1 d . . . . .
H42 H 0.6882 0.2002 0.3860 0.071 Uiso 1 1 calc R U . . .
C43 C 0.7103(4) 0.1870(5) 0.4694(3) 0.0726(18) Uani 1 1 d . . . . .
H43 H 0.7655 0.2144 0.4713 0.087 Uiso 1 1 calc R U . . .
C44 C 0.6738(4) 0.1544(4) 0.5170(2) 0.0665(17) Uani 1 1 d . . . . .
H44 H 0.7049 0.1596 0.5515 0.080 Uiso 1 1 calc R U . . .
C45 C 0.5928(4) 0.1146(4) 0.5148(2) 0.0706(18) Uani 1 1 d . . . . .
H45 H 0.5683 0.0935 0.5476 0.085 Uiso 1 1 calc R U . . .
C46 C 0.5473(4) 0.1059(4) 0.46325(19) 0.0526(14) Uani 1 1 d . . . . .
H46 H 0.4926 0.0776 0.4617 0.063 Uiso 1 1 calc R U . . .
C47 C 0.4601(3) 0.0327(3) 0.34388(16) 0.0293(9) Uani 1 1 d . . . . .
C48 C 0.5027(3) -0.0436(3) 0.3283(2) 0.0473(12) Uani 1 1 d . . . . .
H48 H 0.5633 -0.0429 0.3222 0.057 Uiso 1 1 calc R U . . .
C49 C 0.4552(4) -0.1208(3) 0.3218(2) 0.0580(15) Uani 1 1 d . . . . .
H49 H 0.4840 -0.1723 0.3116 0.070 Uiso 1 1 calc R U . . .
C50 C 0.3659(4) -0.1224(3) 0.3303(2) 0.0492(13) Uani 1 1 d . . . . .
H50 H 0.3340 -0.1745 0.3253 0.059 Uiso 1 1 calc R U . . .
C51 C 0.3241(3) -0.0481(3) 0.3457(2) 0.0463(12) Uani 1 1 d . . . . .
H51 H 0.2635 -0.0494 0.3518 0.056 Uiso 1 1 calc R U . . .
C52 C 0.3705(3) 0.0298(3) 0.35266(18) 0.0362(10) Uani 1 1 d . . . . .
H52 H 0.3410 0.0806 0.3633 0.043 Uiso 1 1 calc R U . . .
C53 C 0.7276(3) 0.2396(3) 0.27040(17) 0.0406(11) Uani 1 1 d . . . . .
C54 C 0.7668(4) 0.3199(4) 0.2800(3) 0.0670(17) Uani 1 1 d . . . . .
H54 H 0.7320 0.3705 0.2816 0.080 Uiso 1 1 calc R U . . .
C55 C 0.8594(5) 0.3259(5) 0.2873(3) 0.093(3) Uani 1 1 d . . . . .
H55 H 0.8863 0.3802 0.2944 0.111 Uiso 1 1 calc R U . . .
C56 C 0.9093(4) 0.2516(6) 0.2839(3) 0.090(2) Uani 1 1 d . . . . .
H56 H 0.9707 0.2557 0.2886 0.108 Uiso 1 1 calc R U . . .
C57 C 0.8725(4) 0.1730(5) 0.2739(3) 0.087(2) Uani 1 1 d . . . . .
H57 H 0.9079 0.1231 0.2714 0.104 Uiso 1 1 calc R U . . .
C58 C 0.7812(4) 0.1662(4) 0.2671(3) 0.0640(16) Uani 1 1 d . . . . .
H58 H 0.7555 0.1113 0.2603 0.077 Uiso 1 1 calc R U . . .
C59 C 0.5886(3) 0.1996(3) 0.19032(18) 0.0398(11) Uani 1 1 d . . . . .
C60 C 0.6025(4) 0.2615(4) 0.1490(2) 0.0628(16) Uani 1 1 d . . . . .
H60 H 0.6199 0.3185 0.1587 0.075 Uiso 1 1 calc R U . . .
C61 C 0.5900(5) 0.2373(6) 0.0920(3) 0.087(2) Uani 1 1 d . . . . .
H61 H 0.5993 0.2787 0.0639 0.105 Uiso 1 1 calc R U . . .
C62 C 0.5646(6) 0.1550(7) 0.0775(3) 0.104(3) Uani 1 1 d . . . . .
H62 H 0.5573 0.1399 0.0396 0.124 Uiso 1 1 calc R U . . .
C63 C 0.5496(6) 0.0937(6) 0.1181(3) 0.097(2) Uani 1 1 d . . . . .
H63 H 0.5314 0.0370 0.1080 0.116 Uiso 1 1 calc R U . . .
C64 C 0.5617(4) 0.1163(4) 0.1740(2) 0.0627(16) Uani 1 1 d . . . . .
H64 H 0.5513 0.0743 0.2016 0.075 Uiso 1 1 calc R U . . .
F1 F 0.4131(3) 0.68609(18) 0.34665(15) 0.0760(10) Uani 1 1 d . . . . .
F2 F 0.5288(4) 0.6833(3) 0.02195(19) 0.1293(19) Uani 1 1 d . . . . .
F3 F 0.0828(2) 0.3692(3) 0.32480(14) 0.0806(11) Uani 1 1 d . . . . .
F4 F 0.2665(3) 0.0900(3) 0.63480(17) 0.1091(15) Uani 1 1 d . . . . .
Ir1 Ir 0.43702(2) 0.33921(2) 0.31654(2) 0.02519(7) Uani 1 1 d . . . . .
N1 N 0.3965(2) 0.3257(2) 0.23225(14) 0.0276(8) Uani 1 1 d . . . . .
N2 N 0.3788(3) 0.3241(3) 0.11374(15) 0.0409(9) Uani 1 1 d . . . . .
N3 N 0.4741(2) 0.3613(2) 0.39960(14) 0.0304(8) Uani 1 1 d . . . . .
N4 N 0.5110(3) 0.3561(3) 0.51576(17) 0.0532(11) Uani 1 1 d . . . . .
N5 N 0.5830(2) 0.1426(2) 0.29825(15) 0.0353(9) Uani 1 1 d . . . . .
O1 O 0.44473(18) 0.20454(17) 0.34982(11) 0.0301(6) Uani 1 1 d . . . . .
O2 O 0.5677(2) 0.31492(19) 0.27849(12) 0.0364(7) Uani 1 1 d . . . . .
P1 P 0.51757(7) 0.13656(7) 0.34832(4) 0.0275(2) Uani 1 1 d . . . . .
P2 P 0.60892(7) 0.22731(8) 0.26368(4) 0.0318(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.401(6) . ?
C1 C2 1.405(6) . ?
C1 Ir1 1.966(4) . ?
C2 C3 1.352(6) . ?
C2 H2 0.9300 . ?
C3 F1 1.366(6) . ?
C3 C4 1.369(7) . ?
C4 C5 1.374(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.399(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.466(6) . ?
C7 N1 1.343(5) . ?
C7 C8 1.429(6) . ?
C8 N2 1.312(6) . ?
C8 C9 1.487(6) . ?
C9 C14 1.375(7) . ?
C9 C10 1.378(7) . ?
C10 C11 1.383(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.361(9) . ?
C11 H11 0.9300 . ?
C12 F2 1.355(7) . ?
C12 C13 1.371(9) . ?
C13 C14 1.373(8) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 N2 1.365(5) . ?
C15 C16 1.409(6) . ?
C15 C20 1.417(6) . ?
C16 C17 1.353(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.393(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.374(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.403(6) . ?
C19 H19 0.9300 . ?
C20 N1 1.380(5) . ?
C21 C22 1.397(6) . ?
C21 C26 1.414(6) . ?
C21 Ir1 1.955(4) . ?
C22 C23 1.368(7) . ?
C22 H22 0.9300 . ?
C23 F3 1.360(6) . ?
C23 C24 1.366(7) . ?
C24 C25 1.384(7) . ?
C24 H24 0.9300 . ?
C25 C26 1.395(7) . ?
C25 H25 0.9300 . ?
C26 C27 1.473(6) . ?
C27 N3 1.341(6) . ?
C27 C28 1.429(6) . ?
C28 N4 1.318(7) . ?
C28 C29 1.488(7) . ?
C29 C34 1.381(6) . ?
C29 C30 1.381(8) . ?
C30 C31 1.395(8) . ?
C30 H30 0.9300 . ?
C31 C32 1.358(9) . ?
C31 H31 0.9300 . ?
C32 C33 1.340(9) . ?
C32 F4 1.356(7) . ?
C33 C34 1.382(8) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 N4 1.350(7) . ?
C35 C36 1.408(7) . ?
C35 C40 1.410(6) . ?
C36 C37 1.352(9) . ?
C36 H36 0.9300 . ?
C37 C38 1.391(8) . ?
C37 H37 0.9300 . ?
C38 C39 1.384(7) . ?
C38 H38 0.9300 . ?
C39 C40 1.398(7) . ?
C39 H39 0.9300 . ?
C40 N3 1.376(5) . ?
C41 C46 1.377(6) . ?
C41 C42 1.382(7) . ?
C41 P1 1.801(4) . ?
C42 C43 1.381(7) . ?
C42 H42 0.9300 . ?
C43 C44 1.365(8) . ?
C43 H43 0.9300 . ?
C44 C45 1.362(8) . ?
C44 H44 0.9300 . ?
C45 C46 1.384(7) . ?
C45 H45 0.9300 . ?
C46 H46 0.9300 . ?
C47 C52 1.375(6) . ?
C47 C48 1.380(6) . ?
C47 P1 1.798(4) . ?
C48 C49 1.378(7) . ?
C48 H48 0.9300 . ?
C49 C50 1.369(7) . ?
C49 H49 0.9300 . ?
C50 C51 1.348(7) . ?
C50 H50 0.9300 . ?
C51 C52 1.379(6) . ?
C51 H51 0.9300 . ?
C52 H52 0.9300 . ?
C53 C54 1.369(7) . ?
C53 C58 1.379(7) . ?
C53 P2 1.799(5) . ?
C54 C55 1.402(9) . ?
C54 H54 0.9300 . ?
C55 C56 1.360(10) . ?
C55 H55 0.9300 . ?
C56 C57 1.331(10) . ?
C56 H56 0.9300 . ?
C57 C58 1.384(9) . ?
C57 H57 0.9300 . ?
C58 H58 0.9300 . ?
C59 C64 1.377(8) . ?
C59 C60 1.378(7) . ?
C59 P2 1.803(4) . ?
C60 C61 1.405(8) . ?
C60 H60 0.9300 . ?
C61 C62 1.345(10) . ?
C61 H61 0.9300 . ?
C62 C63 1.363(11) . ?
C62 H62 0.9300 . ?
C63 C64 1.374(8) . ?
C63 H63 0.9300 . ?
C64 H64 0.9300 . ?
Ir1 N3 2.053(3) . ?
Ir1 N1 2.076(3) . ?
Ir1 O1 2.191(3) . ?
Ir1 O2 2.229(3) . ?
N5 P1 1.575(4) . ?
N5 P2 1.580(4) . ?
O1 P1 1.507(3) . ?
O2 P2 1.513(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 118.1(4) . . ?
C6 C1 Ir1 116.3(3) . . ?
C2 C1 Ir1 125.5(3) . . ?
C3 C2 C1 118.9(4) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C2 C3 F1 117.3(5) . . ?
C2 C3 C4 124.2(5) . . ?
F1 C3 C4 118.5(4) . . ?
C3 C4 C5 117.9(4) . . ?
C3 C4 H4 121.1 . . ?
C5 C4 H4 121.1 . . ?
C4 C5 C6 120.4(4) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 120.3(4) . . ?
C1 C6 C7 113.5(4) . . ?
C5 C6 C7 125.3(4) . . ?
N1 C7 C8 119.8(4) . . ?
N1 C7 C6 114.0(3) . . ?
C8 C7 C6 126.2(4) . . ?
N2 C8 C7 122.2(4) . . ?
N2 C8 C9 117.0(4) . . ?
C7 C8 C9 120.8(4) . . ?
C14 C9 C10 119.1(5) . . ?
C14 C9 C8 120.8(5) . . ?
C10 C9 C8 120.1(4) . . ?
C9 C10 C11 121.0(5) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 H10 119.5 . . ?
C12 C11 C10 118.0(6) . . ?
C12 C11 H11 121.0 . . ?
C10 C11 H11 121.0 . . ?
F2 C12 C11 118.4(6) . . ?
F2 C12 C13 119.1(6) . . ?
C11 C12 C13 122.5(5) . . ?
C12 C13 C14 118.6(6) . . ?
C12 C13 H13 120.7 . . ?
C14 C13 H13 120.7 . . ?
C9 C14 C13 120.7(5) . . ?
C9 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
N2 C15 C16 119.6(4) . . ?
N2 C15 C20 121.5(4) . . ?
C16 C15 C20 118.9(4) . . ?
C17 C16 C15 120.7(4) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C16 C17 C18 120.2(4) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C19 C18 C17 121.3(4) . . ?
C19 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
C18 C19 C20 119.3(4) . . ?
C18 C19 H19 120.4 . . ?
C20 C19 H19 120.4 . . ?
N1 C20 C19 121.0(4) . . ?
N1 C20 C15 119.4(4) . . ?
C19 C20 C15 119.5(4) . . ?
C22 C21 C26 117.3(4) . . ?
C22 C21 Ir1 128.1(3) . . ?
C26 C21 Ir1 114.6(3) . . ?
C23 C22 C21 119.6(4) . . ?
C23 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
F3 C23 C22 118.7(5) . . ?
F3 C23 C24 117.5(5) . . ?
C22 C23 C24 123.8(5) . . ?
C23 C24 C25 118.3(5) . . ?
C23 C24 H24 120.8 . . ?
C25 C24 H24 120.8 . . ?
C24 C25 C26 119.6(4) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C25 C26 C21 121.5(4) . . ?
C25 C26 C27 124.6(4) . . ?
C21 C26 C27 113.3(4) . . ?
N3 C27 C28 119.2(4) . . ?
N3 C27 C26 113.3(4) . . ?
C28 C27 C26 127.3(4) . . ?
N4 C28 C27 121.2(5) . . ?
N4 C28 C29 116.6(4) . . ?
C27 C28 C29 121.8(4) . . ?
C34 C29 C30 118.8(5) . . ?
C34 C29 C28 121.0(5) . . ?
C30 C29 C28 119.7(4) . . ?
C29 C30 C31 120.6(5) . . ?
C29 C30 H30 119.7 . . ?
C31 C30 H30 119.7 . . ?
C32 C31 C30 117.9(7) . . ?
C32 C31 H31 121.1 . . ?
C30 C31 H31 121.1 . . ?
C33 C32 F4 119.5(6) . . ?
C33 C32 C31 123.1(6) . . ?
F4 C32 C31 117.3(7) . . ?
C32 C33 C34 119.2(6) . . ?
C32 C33 H33 120.4 . . ?
C34 C33 H33 120.4 . . ?
C29 C34 C33 120.3(6) . . ?
C29 C34 H34 119.8 . . ?
C33 C34 H34 119.8 . . ?
N4 C35 C36 119.2(5) . . ?
N4 C35 C40 121.9(4) . . ?
C36 C35 C40 118.7(5) . . ?
C37 C36 C35 120.2(5) . . ?
C37 C36 H36 119.9 . . ?
C35 C36 H36 119.9 . . ?
C36 C37 C38 121.2(5) . . ?
C36 C37 H37 119.4 . . ?
C38 C37 H37 119.4 . . ?
C39 C38 C37 120.6(6) . . ?
C39 C38 H38 119.7 . . ?
C37 C38 H38 119.7 . . ?
C38 C39 C40 118.8(5) . . ?
C38 C39 H39 120.6 . . ?
C40 C39 H39 120.6 . . ?
N3 C40 C39 120.9(4) . . ?
N3 C40 C35 118.6(4) . . ?
C39 C40 C35 120.4(4) . . ?
C46 C41 C42 117.1(4) . . ?
C46 C41 P1 121.6(4) . . ?
C42 C41 P1 121.0(3) . . ?
C43 C42 C41 122.1(5) . . ?
C43 C42 H42 118.9 . . ?
C41 C42 H42 118.9 . . ?
C44 C43 C42 118.6(5) . . ?
C44 C43 H43 120.7 . . ?
C42 C43 H43 120.7 . . ?
C45 C44 C43 121.3(5) . . ?
C45 C44 H44 119.4 . . ?
C43 C44 H44 119.4 . . ?
C44 C45 C46 119.2(5) . . ?
C44 C45 H45 120.4 . . ?
C46 C45 H45 120.4 . . ?
C41 C46 C45 121.6(5) . . ?
C41 C46 H46 119.2 . . ?
C45 C46 H46 119.2 . . ?
C52 C47 C48 118.9(4) . . ?
C52 C47 P1 119.5(3) . . ?
C48 C47 P1 121.5(3) . . ?
C49 C48 C47 119.8(5) . . ?
C49 C48 H48 120.1 . . ?
C47 C48 H48 120.1 . . ?
C50 C49 C48 120.5(5) . . ?
C50 C49 H49 119.7 . . ?
C48 C49 H49 119.7 . . ?
C51 C50 C49 119.8(5) . . ?
C51 C50 H50 120.1 . . ?
C49 C50 H50 120.1 . . ?
C50 C51 C52 120.5(5) . . ?
C50 C51 H51 119.7 . . ?
C52 C51 H51 119.7 . . ?
C47 C52 C51 120.4(4) . . ?
C47 C52 H52 119.8 . . ?
C51 C52 H52 119.8 . . ?
C54 C53 C58 118.5(5) . . ?
C54 C53 P2 121.9(4) . . ?
C58 C53 P2 119.6(4) . . ?
C53 C54 C55 120.0(6) . . ?
C53 C54 H54 120.0 . . ?
C55 C54 H54 120.0 . . ?
C56 C55 C54 119.3(7) . . ?
C56 C55 H55 120.4 . . ?
C54 C55 H55 120.4 . . ?
C57 C56 C55 121.6(7) . . ?
C57 C56 H56 119.2 . . ?
C55 C56 H56 119.2 . . ?
C56 C57 C58 119.6(7) . . ?
C56 C57 H57 120.2 . . ?
C58 C57 H57 120.2 . . ?
C53 C58 C57 121.0(6) . . ?
C53 C58 H58 119.5 . . ?
C57 C58 H58 119.5 . . ?
C64 C59 C60 118.4(5) . . ?
C64 C59 P2 121.4(4) . . ?
C60 C59 P2 120.1(4) . . ?
C59 C60 C61 119.1(6) . . ?
C59 C60 H60 120.4 . . ?
C61 C60 H60 120.4 . . ?
C62 C61 C60 120.9(7) . . ?
C62 C61 H61 119.6 . . ?
C60 C61 H61 119.6 . . ?
C61 C62 C63 120.5(7) . . ?
C61 C62 H62 119.8 . . ?
C63 C62 H62 119.8 . . ?
C62 C63 C64 119.3(7) . . ?
C62 C63 H63 120.3 . . ?
C64 C63 H63 120.3 . . ?
C63 C64 C59 121.8(6) . . ?
C63 C64 H64 119.1 . . ?
C59 C64 H64 119.1 . . ?
C21 Ir1 C1 90.78(16) . . ?
C21 Ir1 N3 79.77(15) . . ?
C1 Ir1 N3 96.88(15) . . ?
C21 Ir1 N1 98.95(15) . . ?
C1 Ir1 N1 79.45(15) . . ?
N3 Ir1 N1 176.13(12) . . ?
C21 Ir1 O1 86.54(13) . . ?
C1 Ir1 O1 174.87(13) . . ?
N3 Ir1 O1 78.34(12) . . ?
N1 Ir1 O1 105.28(11) . . ?
C21 Ir1 O2 173.42(13) . . ?
C1 Ir1 O2 95.38(14) . . ?
N3 Ir1 O2 101.71(13) . . ?
N1 Ir1 O2 79.99(12) . . ?
O1 Ir1 O2 87.49(10) . . ?
C7 N1 C20 117.9(3) . . ?
C7 N1 Ir1 113.5(3) . . ?
C20 N1 Ir1 128.4(3) . . ?
C8 N2 C15 117.5(4) . . ?
C27 N3 C40 118.6(4) . . ?
C27 N3 Ir1 113.1(3) . . ?
C40 N3 Ir1 128.2(3) . . ?
C28 N4 C35 117.9(4) . . ?
P1 N5 P2 127.8(2) . . ?
P1 O1 Ir1 131.11(16) . . ?
P2 O2 Ir1 128.01(16) . . ?
O1 P1 N5 117.12(17) . . ?
O1 P1 C47 104.52(18) . . ?
N5 P1 C47 108.75(19) . . ?
O1 P1 C41 109.54(18) . . ?
N5 P1 C41 108.9(2) . . ?
C47 P1 C41 107.54(19) . . ?
O2 P2 N5 118.78(18) . . ?
O2 P2 C53 107.7(2) . . ?
N5 P2 C53 107.6(2) . . ?
O2 P2 C59 111.9(2) . . ?
N5 P2 C59 105.9(2) . . ?
C53 P2 C59 103.9(2) . . ?

_refine_diff_density_max         1.065
_refine_diff_density_min         -1.292
_refine_diff_density_rms         0.098




